ACS Publications. Most Trusted. Most Cited. Most Read
My Activity
CONTENT TYPES

Figure 1Loading Img

Simple stereoselective version of the Claisen rearrangement leading to trans-trisubstituted olefinic bonds. Synthesis of squalene

Cite this: J. Am. Chem. Soc. 1970, 92, 3, 741–743
Publication Date (Print):February 1, 1970
https://doi.org/10.1021/ja00706a074
    ACS Legacy Archive

    Article Views

    6597

    Altmetric

    -

    Citations

    LEARN ABOUT THESE METRICS
    PDF (390 KB)

    Note: In lieu of an abstract, this is the article's first page.

    Free first page

    Cited By

    This article is cited by 561 publications.

    1. Daler Baidilov, Pavel K. Elkin, Sudhakar Athe, Viresh H. Rawal. Rapid Access to 2,2-Disubstituted Indolines via Dearomative Indolic-Claisen Rearrangement: Concise, Enantioselective Total Synthesis of (+)-Hinckdentine A. Journal of the American Chemical Society 2023, 145 (27) , 14831-14838. https://doi.org/10.1021/jacs.3c03611
    2. Ruiqi Tong, Song Liu, Chen Zhao, Dongyang Jiang, Lu Gao, Wanshu Wang, Bengui Ye, Zhenlei Song. 3-Silyl-3-Borylhex-4-Enoate: A Chiral Reagent for Asymmetric Crotylboration of Aldehydes. Organic Letters 2022, 24 (42) , 7822-7827. https://doi.org/10.1021/acs.orglett.2c03195
    3. Yuchen Liang, Bo Peng. Revisiting Aromatic Claisen Rearrangement Using Unstable Aryl Sulfonium/Iodonium Species: The Strategy of Breaking Up the Whole into Parts. Accounts of Chemical Research 2022, 55 (15) , 2103-2122. https://doi.org/10.1021/acs.accounts.2c00263
    4. Satyajit Majumder, Abhinay Yadav, Souvik Pal, Arindam Khatua, Alakesh Bisai. Asymmetric Total Syntheses of (−)-Lycoramine, (−)-Lycoraminone, (−)-Narwedine, and (−)-Galanthamine. The Journal of Organic Chemistry 2022, 87 (12) , 7786-7797. https://doi.org/10.1021/acs.joc.2c00420
    5. Zhongchao Zhang, Sijia Chen, Fu Tang, Kai Guo, Xin-Ting Liang, Jun Huang, Zhen Yang. Total Synthesis of (+)-Cyclobutastellettolide B. Journal of the American Chemical Society 2021, 143 (43) , 18287-18293. https://doi.org/10.1021/jacs.1c08880
    6. Yi Man, Chengying Zhou, Shaomin Fu, Bo Liu. Synthetic Study Aiming at the Tricyclic Core of 12-epi-JBIR-23/24. Organic Letters 2021, 23 (8) , 3151-3156. https://doi.org/10.1021/acs.orglett.1c00853
    7. Ruairí O. McCourt, Eoin M. Scanlan. A Sequential Acyl Thiol–Ene and Thiolactonization Approach for the Synthesis of δ-Thiolactones. Organic Letters 2019, 21 (9) , 3460-3464. https://doi.org/10.1021/acs.orglett.9b01271
    8. Hiromichi Egami, Souma Tamaoki, Masato Abe, Noriyuki Ohneda, Takeo Yoshimura, Tadashi Okamoto, Hiromichi Odajima, Nobuyuki Mase, Kazuhiro Takeda, Yoshitaka Hamashima. Scalable Microwave-Assisted Johnson–Claisen Rearrangement with a Continuous Flow Microwave System. Organic Process Research & Development 2018, 22 (8) , 1029-1033. https://doi.org/10.1021/acs.oprd.8b00185
    9. Ganesh Pandey, Jagadish Khamrai, and Akash Mishra . Generation of All-Carbon Quaternary Stereocenters at the C-3 Carbon of Lactams via [3,3]-Sigmatropic Rearrangement and Revision of Absolute Configuration: Total Synthesis of (−)-Physostigmine. Organic Letters 2018, 20 (1) , 166-169. https://doi.org/10.1021/acs.orglett.7b03537
    10. Masahiro Anada, Taiki Hanari, Kosuke Kakita, Yasunobu Kurosaki, Kazuki Katsuse, Yuta Sunadoi, Yu Jinushi, Koji Takeda, Shigeki Matsunaga, and Shunichi Hashimoto . Total Synthesis of Brasilicardins A and C. Organic Letters 2017, 19 (20) , 5581-5584. https://doi.org/10.1021/acs.orglett.7b02728
    11. Jeremy W. Mason, Cullen L. Schmid, Laura M. Bohn, and William R. Roush . Stolonidiol: Synthesis, Target Identification, and Mechanism for Choline Acetyltransferase Activation. Journal of the American Chemical Society 2017, 139 (16) , 5865-5869. https://doi.org/10.1021/jacs.7b01083
    12. Amit Kumar Chattopadhyay and Stephen Hanessian . Recent Progress in the Chemistry of Daphniphyllum Alkaloids. Chemical Reviews 2017, 117 (5) , 4104-4146. https://doi.org/10.1021/acs.chemrev.6b00412
    13. Amit Kumar Chattopadhyay, Helge Menz, Vu Linh Ly, Stéphane Dorich, and Stephen Hanessian . Synthesis of a Model Tetracyclic Core Structure of Calyciphylline B-Type Alkaloids. The Journal of Organic Chemistry 2016, 81 (5) , 2182-2188. https://doi.org/10.1021/acs.joc.5b02875
    14. Ganesh Pandey, Jagadish Khamrai, and Akash Mishra . An Expeditious Route to Both Enantiomers of All Carbon Quaternary Stereocenters at C-3 Carbon of Lactams via [3,3]-Sigmatropic Rearrangement: Total Synthesis of (−)-Physostigmine. Organic Letters 2015, 17 (4) , 952-955. https://doi.org/10.1021/ol503766y
    15. David Tymann, André Klüppel, Wolf Hiller, and Martin Hiersemann . Cyclopentanoids by Uncatalyzed Intramolecular Carbonyl Ene (ICE) Reaction of α-Keto Esters. Organic Letters 2014, 16 (16) , 4062-4065. https://doi.org/10.1021/ol501204m
    16. Jingyun Ren, Yuan Liu, Liyan Song, and Rongbiao Tong . Scalable Asymmetric Total Syntheses of (+)-Psoracorylifol B and (+)-ent-Psoracorylifol C. Organic Letters 2014, 16 (11) , 2986-2989. https://doi.org/10.1021/ol501120m
    17. Valer Jeso, Chunying Yang, Michael D. Cameron, John L. Cleveland, and Glenn C. Micalizio . Synthesis and SAR of Lehualide B: A Marine-Derived Natural Product with Potent Anti-Multiple Myeloma Activity. ACS Chemical Biology 2013, 8 (6) , 1241-1252. https://doi.org/10.1021/cb300582s
    18. Rei Okamoto, Kazutaka Takeda, Hidetoshi Tokuyama, Masataka Ihara, and Masahiro Toyota . Toward the Total Synthesis of (±)-Andrastin C. The Journal of Organic Chemistry 2013, 78 (1) , 93-103. https://doi.org/10.1021/jo301948h
    19. Liyan Song, Hongliang Yao, Liangyu Zhu, and Rongbiao Tong . Asymmetric Total Syntheses of (−)-Penicipyrone and (−)-Tenuipyrone via Biomimetic Cascade Intermolecular Michael Addition/Cycloketalization. Organic Letters 2013, 15 (1) , 6-9. https://doi.org/10.1021/ol303071t
    20. Qian-Qian Zhang, Jian-Hua Xie, Xiao-Hui Yang, Jian-Bo Xie, and Qi-Lin Zhou . Iridium-Catalyzed Asymmetric Hydrogenation of α-Substituted α,β-Unsaturated Acyclic Ketones: Enantioselective Total Synthesis of (−)-Mesembrine. Organic Letters 2012, 14 (24) , 6158-6161. https://doi.org/10.1021/ol302842h
    21. Goverdhan Mehta and Harish M. Shinde . An Approach to seco-Prezizaane Sesquiterpenoids: Enantioselective Total Synthesis of (+)-1S-Minwanenone. The Journal of Organic Chemistry 2012, 77 (18) , 8056-8070. https://doi.org/10.1021/jo301258g
    22. Venkata Velvadapu, Tapas Paul, Bharat Wagh, Ian Glassford, Charles DeBrosse, and Rodrigo B. Andrade . Total Synthesis of (−)-4,8,10-Tridesmethyl Telithromycin. The Journal of Organic Chemistry 2011, 76 (18) , 7516-7527. https://doi.org/10.1021/jo201319b
    23. Duncan J. Wardrop and Edward G. Bowen . Nitrenium Ion-Mediated Alkene Bis-Cyclofunctionalization: Total Synthesis of (−)-Swainsonine. Organic Letters 2011, 13 (9) , 2376-2379. https://doi.org/10.1021/ol2006117
    24. Venkata Velvadapu, Tapas Paul, Bharat Wagh, Dorota Klepacki, Olgun Guvench, Alexander MacKerell, Jr., and Rodrigo B. Andrade . Desmethyl Macrolides: Synthesis and Evaluation of 4,8,10-Tridesmethyl Telithromycin. ACS Medicinal Chemistry Letters 2011, 2 (1) , 68-72. https://doi.org/10.1021/ml1002184
    25. Valer Jeso and Glenn C. Micalizio. Total Synthesis of Lehualide B by Allylic Alcohol−Alkyne Reductive Cross-Coupling. Journal of the American Chemical Society 2010, 132 (33) , 11422-11424. https://doi.org/10.1021/ja104782u
    26. Tomoyuki Tanaka, Noriyuki Kogure, Mariko Kitajima and Hiromitsu Takayama. Asymmetric Total Syntheses of Cyclic Nitrone-Containing Phlegmarine-Type Lycopodium Alkaloids, Lycoposerramines-X and -Z. The Journal of Organic Chemistry 2009, 74 (22) , 8675-8680. https://doi.org/10.1021/jo9018182
    27. Rodney A. Fernandes and Asim K. Chowdhury. Total Syntheses of All Stereoisomers of Phenatic Acid B. The Journal of Organic Chemistry 2009, 74 (22) , 8826-8829. https://doi.org/10.1021/jo901927w
    28. Min Zhang, Xiaoping Huang, Liqun Shen and Yong Qin. Total Synthesis of the Akuammiline Alkaloid (±)-Vincorine. Journal of the American Chemical Society 2009, 131 (16) , 6013-6020. https://doi.org/10.1021/ja901219v
    29. Julia Rehbein, Sabine Leick and Martin Hiersemann. Gosteli−Claisen Rearrangement: Substrate Synthesis, Simple Diastereoselectivity, and Kinetic Studies. The Journal of Organic Chemistry 2009, 74 (4) , 1531-1540. https://doi.org/10.1021/jo802303m
    30. Mingji Dai, Isaac J. Krauss and Samuel J. Danishefsky . Total Synthesis of Spirotenuipesines A and B. The Journal of Organic Chemistry 2008, 73 (24) , 9576-9583. https://doi.org/10.1021/jo8016814
    31. Justin K. Belardi and Glenn C. Micalizio. Conversion of Allylic Alcohols to Stereodefined Trisubstituted Alkenes: A Complementary Process to the Claisen Rearrangement. Journal of the American Chemical Society 2008, 130 (50) , 16870-16872. https://doi.org/10.1021/ja8074242
    32. Jian-Peng Feng, Zi-Fa Shi, Yang Li, Jun-Tao Zhang, Xian-Liang Qi, Jie Chen and Xiao-Ping Cao. An Improved Asymmetric Synthesis of Malyngamide U and Its 2′-Epimer. The Journal of Organic Chemistry 2008, 73 (17) , 6873-6876. https://doi.org/10.1021/jo800876u
    33. Emanuelle Sagot, Darryl S. Pickering, Xiaosui Pu, Michelle Umberti, Tine B. Stensbøl, Birgitte Nielsen, Marion Chapelet, Jean Bolte, Thierry Gefflaut and Lennart Bunch . Chemo-Enzymatic Synthesis of a Series of 2,4-Syn-Functionalized (S)-Glutamate Analogues: New Insight into the Structure−Activity Relation of Ionotropic Glutamate Receptor Subtypes 5, 6, and 7. Journal of Medicinal Chemistry 2008, 51 (14) , 4093-4103. https://doi.org/10.1021/jm800092x
    34. Jacqueline D. Hicks and, William R. Roush. Synthesis of the C(26)−C(42) and C(43)−C(67) Pyran-Containing Fragments of Amphidinol 3 via a Common Pyran Intermediate. Organic Letters 2008, 10 (4) , 681-684. https://doi.org/10.1021/ol703042q
    35. Porino Va and, William R. Roush. Total Synthesis of Amphidinolide E. Journal of the American Chemical Society 2006, 128 (50) , 15960-15961. https://doi.org/10.1021/ja066663j
    36. Rebecca M. Wilson and, Samuel J. Danishefsky. Small Molecule Natural Products in the Discovery of Therapeutic Agents:  The Synthesis Connection. The Journal of Organic Chemistry 2006, 71 (22) , 8329-8351. https://doi.org/10.1021/jo0610053
    37. Ning-Wei Jan and, Hsing-Jang Liu. An Enantioselective Total Synthesis of (+)-Ricciocarpin A. Organic Letters 2006, 8 (1) , 151-153. https://doi.org/10.1021/ol052638r
    38. Sebastien Alaux,, Mie Kusk,, Emanuelle Sagot,, Jean Bolte,, Anders A. Jensen,, Hans Bräuner-Osborne,, Thierry Gefflaut, and, Lennart Bunch. Chemoenzymatic Synthesis of a Series of 4-Substituted Glutamate Analogues and Pharmacological Characterization at Human Glutamate Transporters Subtypes 1−3. Journal of Medicinal Chemistry 2005, 48 (25) , 7980-7992. https://doi.org/10.1021/jm050597z
    39. Jacqueline D. Hicks,, Eric M. Flamme, and, William R. Roush. Synthesis of the C(43)−C(67) Fragment of Amphidinol 3. Organic Letters 2005, 7 (24) , 5509-5512. https://doi.org/10.1021/ol052322j
    40. Jamie B. Scaglione,, Nigam P. Rath, and, Douglas F. Covey. First Synthesis of Enantiopure 1,6-Difunctionalized Dodecahydrobenz[f]indenes. The Journal of Organic Chemistry 2005, 70 (3) , 1089-1092. https://doi.org/10.1021/jo048561m
    41. Jongkook Lee and, Jiyong Hong. First Synthesis and Structural Elucidation of (−)-Presphaerene1. The Journal of Organic Chemistry 2004, 69 (19) , 6433-6440. https://doi.org/10.1021/jo049351c
    42. Ana M. Martín Castro. Claisen Rearrangement over the Past Nine Decades. Chemical Reviews 2004, 104 (6) , 2939-3002. https://doi.org/10.1021/cr020703u
    43. A. Srikrishna and, Dattatraya H. Dethe. Enantiospecific First Total Synthesis and Assignment of Absolute Configuration of the Sesquiterpene (−)-Cucumin H. Organic Letters 2003, 5 (13) , 2295-2298. https://doi.org/10.1021/ol034635p
    44. John Colucci,, David Lee,, Marie-Claire Wilson, and, Ann Chau. Investigation of the Diastereoselective Cyclization of Bis-sulfonyl Esters. Organic Letters 2002, 4 (26) , 4705-4708. https://doi.org/10.1021/ol0271436
    45. Roberto Fernández de la Pradilla,, Carlos Montero, and, Mariola Tortosa. Sulfinyl-Mediated Chirality Transfer in Diastereoselective Claisen Rearrangements. Organic Letters 2002, 4 (14) , 2373-2376. https://doi.org/10.1021/ol0261130
    46. Scott A. Frank and, William R. Roush. Studies on the Synthesis of (−)-Spinosyn A:  Application of the Steric Directing Group Strategy to Transannular Diels−Alder Reactions. The Journal of Organic Chemistry 2002, 67 (12) , 4316-4324. https://doi.org/10.1021/jo025580s
    47. Vladimir B. Birman and, Samuel J. Danishefsky. The Total Synthesis of (±)-Merrilactone A. Journal of the American Chemical Society 2002, 124 (10) , 2080-2081. https://doi.org/10.1021/ja012495d
    48. Deukjoon Kim,, Jongkook Lee,, Phil Jong Shim,, Joong Inn Lim,, Hyunil Jo, and, Sanghee Kim. Asymmetric Total Synthesis of (+)-Brefeldin A from (S)-Lactate by Triple Chirality Transfer Process and Nitrile Oxide Cycloaddition,1. The Journal of Organic Chemistry 2002, 67 (3) , 764-771. https://doi.org/10.1021/jo010743i
    49. Peter A. Jacobi and, Yongkai Li. Synthesis of Porphobilinogen via a Novel Ozonide Cleavage Reaction. Journal of the American Chemical Society 2001, 123 (38) , 9307-9312. https://doi.org/10.1021/ja016303q
    50. Emanuela Marotta,, Paolo Righi, and, Goffredo Rosini. A Bicyclo[3.2.0]hept-3-en-6-one Approach to Prostaglandin Intermediates. Organic Letters 2000, 2 (26) , 4145-4148. https://doi.org/10.1021/ol006664v
    51. Hovsep Avedissian,, Santosh C. Sinha,, Ahmad Yazbak,, Anjana Sinha,, Partha Neogi,, Subhash C. Sinha, and, Ehud Keinan. Total Synthesis of Asimicin and Bullatacin. The Journal of Organic Chemistry 2000, 65 (19) , 6035-6051. https://doi.org/10.1021/jo000500a
    52. Seth Ribe,, Rama K. Kondru,, David N. Beratan, and, Peter Wipf. Optical Rotation Computation, Total Synthesis, and Stereochemistry Assignment of the Marine Natural Product Pitiamide A. Journal of the American Chemical Society 2000, 122 (19) , 4608-4617. https://doi.org/10.1021/ja9945313
    53. Denis Bouvet,, Hamid Sdassi,, Michèle Ourévitch, and, Danièle Bonnet-Delpon. Short Stereoselective Route to γ-CF3 Allylic Alcohols:  Rearrangements with Creation of Quaternary CF3-Substituted Carbons. The Journal of Organic Chemistry 2000, 65 (7) , 2104-2107. https://doi.org/10.1021/jo991702d
    54. Phillip A. Zoretic and, Haiquan Fang, , Anthony A. Ribeiro. Application of a Radical Methodology toward the Synthesis of d,l-5α-Pregnanes and Related Steroids:  A Stereoselective Radical Cascade Approach. The Journal of Organic Chemistry 1998, 63 (21) , 7213-7217. https://doi.org/10.1021/jo980518+
    55. Steven D. Burke,, Brian C. Austad, and, Amy C. Hart. An Expeditious Synthesis of the C(38)−C(54) Halichondrin B Subunit. The Journal of Organic Chemistry 1998, 63 (20) , 6770-6771. https://doi.org/10.1021/jo981181e
    56. Lloyd W. Rotherham and, J. Edward Semple. A Practical and Efficient Synthetic Route to Dihydropipercide and Pipercide1. The Journal of Organic Chemistry 1998, 63 (19) , 6667-6672. https://doi.org/10.1021/jo981039d
    57. G. William Daub,, James P. Edwards,, Carol R. Okada,, Jana Westran Allen,, Claudia Tata Maxey,, Matthew S. Wells,, Alexandra S. Goldstein,, Michael J. Dibley,, Clarence J. Wang,, Daniel P. Ostercamp,, Steven Chung,, Paula Shanklin Cunningham, and, Martin A. Berliner. Acyclic Stereoselection in the Ortho Ester Claisen Rearrangement. The Journal of Organic Chemistry 1997, 62 (7) , 1976-1985. https://doi.org/10.1021/jo9614250
    58. David B. Smith,, Ann Marie Waltos,, David G. Loughhead,, Robert J. Weikert,, David J. Morgans, Jr.,, John C. Rohloff,, John O. Link, and, Rong-rong Zhu. Asymmetric Synthesis and Stereochemical Assignment of RS-97613, a Potent Immunosuppressive and Antiinflammatory Agent. The Journal of Organic Chemistry 1996, 61 (6) , 2236-2241. https://doi.org/10.1021/jo951883t
    59. Frederick E. Ziegler. Stereo- and regiochemistry of the Claisen rearrangement: applications to natural products synthesis. Accounts of Chemical Research 1977, 10 (6) , 227-232. https://doi.org/10.1021/ar50114a006
    60. Peter T. Lansbury. Chloroolefin annelation. Accounts of Chemical Research 1972, 5 (9) , 311-320. https://doi.org/10.1021/ar50057a004
    61. Lilla Koser, Thorsten Bach. Total Synthesis of (−)‐5‐Deoxyenterocin and Attempted Late‐Stage Functionalization Reactions. Chemistry – A European Journal 2023, 49 https://doi.org/10.1002/chem.202301996
    62. Praput Thavornyutikarn, Chawanakorn Kongsak, Anurak Chailungka, Puracheth Rithchumpon, Thiti Junpirom, Puttinan Meepowpan. Synthesis of (±)-Protoconstipatic acid methyl ester. Tetrahedron 2023, 196 , 133620. https://doi.org/10.1016/j.tet.2023.133620
    63. Subhradip Kundu, Debayan Sarkar. Synthetic attempts toward α‐tocopherol —An overview. Journal of Heterocyclic Chemistry 2023, 60 (3) , 345-368. https://doi.org/10.1002/jhet.4565
    64. Christian Schumacher, Lieselotte Fritz, Lena M. Hanek, Vitali Sidorin, Daniel Brüx, Carsten Bolm. Reshuffle Bonds by Ball Milling: A Mechanochemical Protocol for Charge-Accelerated Aza-Claisen Rearrangements. Molecules 2023, 28 (2) , 807. https://doi.org/10.3390/molecules28020807
    65. Alexander Düfert. Pericyclische Reaktionen. 2023, 481-614. https://doi.org/10.1007/978-3-662-65244-2_5
    66. Kazutada Ikeuchi, Shota Haraguchi, Hidetoshi Yamada, Keiji Tanino. Model Synthetic Study of Tutin, a Picrotoxane-Type Sesquiterpene: Stereoselective Construction of a cis-Fused 5,6-Ring Skeleton. Chemical and Pharmaceutical Bulletin 2022, 70 (6) , 435-442. https://doi.org/10.1248/cpb.c22-00083
    67. Gleb A. Chesnokov, Karl Gademann. Total syntheses of strained polycyclic terpenes. Chemical Communications 2022, 58 (32) , 4941-4953. https://doi.org/10.1039/D2CC00926A
    68. Qinghua Yang, Zhenyu Xie, Xin Zheng, Keyan Li, Tao Lu, Yinghua Lu, Cuixue Chen, Xueping Ling. Genetic regulation and fermentation strategy for squalene production in Schizochytrium sp.. Applied Microbiology and Biotechnology 2022, 106 (7) , 2415-2431. https://doi.org/10.1007/s00253-022-11887-1
    69. Yushi Hirata, Atsuo Nakazaki, Toshio Nishikawa. Synthesis of the eight-membered carbocycle of brachialactone by intramolecular Mizoroki-Heck reaction. Tetrahedron Letters 2022, 90 , 153608. https://doi.org/10.1016/j.tetlet.2021.153608
    70. Lilla Koser, Vivian Miles Lechner, Thorsten Bach. Biomimetic Total Synthesis of Enterocin. Angewandte Chemie International Edition 2021, 60 (37) , 20269-20273. https://doi.org/10.1002/anie.202108157
    71. Lilla Koser, Vivian Miles Lechner, Thorsten Bach. Biomimetic Total Synthesis of Enterocin. Angewandte Chemie 2021, 133 (37) , 20431-20435. https://doi.org/10.1002/ange.202108157
    72. Paweł Kowalczyk, Barbara Gawdzik, Damian Trzepizur, Mateusz Szymczak, Grzegorz Skiba, Stanisława Raj, Karol Kramkowski, Rafał Lizut, Ryszard Ostaszewski. δ-Lactones—A New Class of Compounds That Are Toxic to E. coli K12 and R2–R4 Strains. Materials 2021, 14 (11) , 2956. https://doi.org/10.3390/ma14112956
    73. Yuichiro Kawamoto, Fuka Karube, Toyoharu Kobayashi, Hisanaka Ito. Stereocontrolled asymmetric synthesis of mollebenzylanols A and B using Claisen rearrangements. Tetrahedron 2021, 83 , 131958. https://doi.org/10.1016/j.tet.2021.131958
    74. . Rearrangement Reactions. 2021, 1-68. https://doi.org/10.1002/9783527828166.ch1
    75. Jie Jack Li. Claisen Rearrangement. 2021, 91-108. https://doi.org/10.1007/978-3-030-50865-4_30
    76. Dipak K. Mandal. Pericyclic reactions 1: Basic stereochemistry. 2021, 375-419. https://doi.org/10.1016/B978-0-12-824092-2.00008-3
    77. Piotr Dudziński, Wibke S. Husstedt, Andrej V. Matsnev, Joseph S. Thrasher, Günter Haufe. Synthesis and [3,3]-sigmatropic rearrangements of 5-(pentafluorosulfanyl)-pent-3-en-2-ol, its homologues, and trifluoromethyl analogues. Organic & Biomolecular Chemistry 2021, 143 https://doi.org/10.1039/D1OB00870F
    78. Rodney A. Fernandes, Amit Bhowmik, Priyanka Choudhary. Muricatacin, a Gateway Molecule to Higher Acetogenin Synthesis. Chemistry – An Asian Journal 2020, 15 (22) , 3660-3681. https://doi.org/10.1002/asia.202000955
    79. Katarzyna Dancewicz, Antoni Szumny, Czesław Wawrzeńczyk, Beata Gabryś. Repellent and Antifeedant Activities of Citral-Derived Lactones against the Peach Potato Aphid. International Journal of Molecular Sciences 2020, 21 (21) , 8029. https://doi.org/10.3390/ijms21218029
    80. Kengo Oka, Shunsuke Fuchi, Keita Komine, Hayato Fukuda, Susumi Hatakeyama, Jun Ishihara. Catalytic Asymmetric Total Synthesis of Exiguolide. Chemistry – A European Journal 2020, 26 (56) , 12862-12867. https://doi.org/10.1002/chem.202001773
    81. Rodney A. Fernandes, Dipali A. Chaudhari, Amit K. Jha. Evolution of Strategies in Paraconic Acids Synthesis. Asian Journal of Organic Chemistry 2020, 9 (10) , 1478-1501. https://doi.org/10.1002/ajoc.202000353
    82. Zahra Khademi, Kobra Nikoofar. Applications of alkyl orthoesters as valuable substrates in organic transformations, focusing on reaction media. RSC Advances 2020, 10 (51) , 30314-30397. https://doi.org/10.1039/D0RA05276K
    83. Zohreh Nazarian, Minoo Dabiri. Orthoesters: Multiple Role Players in Organic Synthesis. ChemistrySelect 2020, 5 (15) , 4394-4412. https://doi.org/10.1002/slct.201903901
    84. N. Brosy. Johnson‐Claisen rearrangement. 2020https://doi.org/10.1002/9783527809080.cataz09280
    85. Yiying Pang, Hesheng Xiao, Wentao Ou, Xuesong Zhang, Xiaoji Wang, Shuangping Huang. A concise total synthesis of (−)-γ-lycorane via an aromatic C H alkylation of unactivated secondary alkyl iodide. Tetrahedron Letters 2020, 61 (14) , 151733. https://doi.org/10.1016/j.tetlet.2020.151733
    86. Manjula D. Rathnayake, Jimmie D. Weaver. A General Photocatalytic Route to Prenylation. European Journal of Organic Chemistry 2020, 2020 (10) , 1433-1438. https://doi.org/10.1002/ejoc.201900356
    87. Seijiro Hosokawa, Keisuke Nakanishi, Yutaro Udagawa, Mitsutoshi Maeda, Seiya Sato, Keiji Nakano, Toshiya Masuda, Yoshiyasu Ichikawa. Total synthesis of exigurin: the Ugi reaction in a hypothetical biosynthesis of natural products. Organic & Biomolecular Chemistry 2020, 18 (4) , 687-693. https://doi.org/10.1039/C9OB02249J
    88. Johannes L. Röckl, Adrian V. Hauck, Dieter Schollmeyer, Siegfried R. Waldvogel. Electrochemical Synthesis of Fluorinated Orthoesters from 1,3‐Benzodioxoles. ChemistryOpen 2019, 8 (9) , 1167-1171. https://doi.org/10.1002/open.201900127
    89. Flavio Dormont, Marie Rouquette, Clement Mahatsekake, Frédéric Gobeaux, Arnaud Peramo, Romain Brusini, Serge Calet, Fabienne Testard, Sinda Lepetre-Mouelhi, Didier Desmaële, Mariana Varna, Patrick Couvreur. Translation of nanomedicines from lab to industrial scale synthesis: The case of squalene-adenosine nanoparticles. Journal of Controlled Release 2019, 307 , 302-314. https://doi.org/10.1016/j.jconrel.2019.06.040
    90. Angelika Kamizela, Barbara Gawdzik, Mariusz Urbaniak, Łukasz Lechowicz, Agata Białońska, Sylwia Ewa Kutniewska, Weronika Gonciarz, Magdalena Chmiela. New γ-Halo-δ-lactones and δ-Hydroxy-γ-lactones with Strong Cytotoxic Activity. Molecules 2019, 24 (10) , 1875. https://doi.org/10.3390/molecules24101875
    91. Mahesh B. Halle, Woohyun Lee, Tesla Yudhistira, Myungseob Kim, David G. Churchill. Mycophenolic Acid: Biogenesis, Compound Isolation, Biological Activity, and Historical Advances in Total Synthesis. European Journal of Organic Chemistry 2019, 2019 (13) , 2315-2334. https://doi.org/10.1002/ejoc.201900245
    92. Navjeet Kaur. Palladium acetate and phosphine assisted synthesis of five-membered N -heterocycles. Synthetic Communications 2019, 49 (4) , 483-514. https://doi.org/10.1080/00397911.2018.1536213
    93. Federica Zaccheria, Nicola Scotti, Nicoletta Ravasio. Solid Acids for the Reaction of Bioderived Alcohols into Ethers for Fuel Applications. Catalysts 2019, 9 (2) , 172. https://doi.org/10.3390/catal9020172
    94. Agata Kozioł, Mateusz Jasnowski, Ewa Grela, Maryla Szczepanik, Beata Gabryś, Katarzyna Dancewicz, Stanisław Lochyński. Synthesis and Biological Activity of New 4‐ tert ‐Butylcyclohexanone Derivatives. Chemistry & Biodiversity 2019, 16 (2) https://doi.org/10.1002/cbdv.201800411
    95. Hiromichi Egami, Yoshitaka Hamashima. Practical and Scalable Organic Reactions with Flow Microwave Apparatus. The Chemical Record 2019, 19 (1) , 157-171. https://doi.org/10.1002/tcr.201800132
    96. Ganesh Pandey, Jagadish Khamrai, Akash Mishra, Pulak Maity, Prasanna Kumara Chikkade. Iminium ion-enamine cascade reaction enables the asymmetric total syntheses of aspidosperma alkaloids vincadifformine and ervinceine. Tetrahedron 2018, 74 (44) , 6317-6327. https://doi.org/10.1016/j.tet.2018.08.025
    97. Ganesh Pandey, Akash Mishra, Jagadish Khamrai. Generation of all carbon quaternary stereocenters at the C-3 carbon of piperidinones and pyrrolidinones and its application in natural product total synthesis. Tetrahedron 2018, 74 (38) , 4903-4915. https://doi.org/10.1016/j.tet.2018.05.004
    98. Angelika Kamizela, Barbara Gawdzik, Mariusz Urbaniak, Łukasz Lechowicz, Agata Białońska, Weronika Gonciarz, Magdalena Chmiela. Synthesis, Characterization, Cytotoxicity, and Antibacterial Properties of trans ‐γ‐Halo‐δ‐lactones. ChemistryOpen 2018, 7 (7) , 543-550. https://doi.org/10.1002/open.201800110
    99. Yeshua Sempere, Erick M. Carreira. Trimethyl Orthoacetate and Ethylene Glycol Mono‐Vinyl Ether as Enolate Surrogates in Enantioselective Iridium‐Catalyzed Allylation. Angewandte Chemie 2018, 130 (26) , 7780-7784. https://doi.org/10.1002/ange.201803558
    100. Yeshua Sempere, Erick M. Carreira. Trimethyl Orthoacetate and Ethylene Glycol Mono‐Vinyl Ether as Enolate Surrogates in Enantioselective Iridium‐Catalyzed Allylation. Angewandte Chemie International Edition 2018, 57 (26) , 7654-7658. https://doi.org/10.1002/anie.201803558
    Load more citations

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    Pair your accounts.

    Export articles to Mendeley

    Get article recommendations from ACS based on references in your Mendeley library.

    You’ve supercharged your research process with ACS and Mendeley!

    STEP 1:
    Click to create an ACS ID

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    Please note: If you switch to a different device, you may be asked to login again with only your ACS ID.

    MENDELEY PAIRING EXPIRED
    Your Mendeley pairing has expired. Please reconnect