Table of Contents

Journal Cover
November 27, 2003
Volume 5, Issue 24
Pages 4527-4752
For Selected Content:

Fellowship Awards Announcement

2003−2004 ACS Division of Organic Chemistry Graduate Fellowship Awards

pp 4527–4531
Publication Date (Web): November 20, 2003 (Editorial)
DOI: 10.1021/ol0301274
Sponsored Access Sponsored Access

Letters

Photochemical Electrocyclization of the Indolinylphenylethenes Involving a C−N Bond Formation

Olga A. Fedorova, Yuri V. Fedorov, Elena N. Andryukhina, Sergey P. Gromov, Michael V. Alfimov, and René Lapouyade
pp 4533–4535
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol034848e

Cobalt-Mediated Macrocyclizations. Facile Synthesis of 2-Oxo Pyridinophanes via [2 + 2 + 2] Cycloaddition of α,ω-Diynes and Isocyanates

Llorente V. R. Boñaga, Han-Cheng Zhang, Diane A. Gauthier, Indrasena Reddy, and Bruce E. Maryanoff
pp 4537–4540
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol030096c

Use of Olefin Cross-Metathesis to Release Azide-Containing Sugars from Solid Support

Takuya Kanemitsu and Peter H. Seeberger
pp 4541–4544
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035463z

Glycosidation with a Disarmed Glycosyl Iodide:  Promotion and Scope

Jennifer A. Perrie, John R. Harding, Clare King, Deborah Sinnott, and Andrew V. Stachulski
pp 4545–4548
Publication Date (Web): October 30, 2003 (Letter)
DOI: 10.1021/ol035475k

A New Synthetic Approach to the C Ring of Known as Well as Novel Bryostatin Analogues

Paul A. Wender, Michael F. T. Koehler, and Martin Sendzik
pp 4549–4552
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol0355332

A Convenient Route to Enantiomerically Pure 2-Substituted Methyl Glycerate Derivatives

Steven V. Ley, Patrick Michel, and Claudio Trapella
pp 4553–4555
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035567+

Asymmetric Conjugate Addition Reactions of Meldrum's Acid Derived Acceptors Employing Chiral Phosphoramidite Ligands

Takumi Watanabe, Thomas F. Knöpfel, and Erick M. Carreira
pp 4557–4558
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol035575q

Asymmetric Hydrogenation of Ketones with Polymer-Supported Chiral 1,2-Diphenylethylenediamine

Xiaoguang Li, Weiping Chen, William Hems, Frank King, and Jianliang Xiao
pp 4559–4561
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol0355837

Mercuric Triflate−(TMU)3-Catalyzed Cyclization of ω-Arylalkyne Leading to Dihydronaphthalenes

Mugio Nishizawa, Hiroko Takao, Veejendra K. Yadav, Hiroshi Imagawa, and Takumichi Sugihara
pp 4563–4565
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol035622e

New Oxazole-Based Peptidomimetics:  Useful Building Blocks for the Synthesis of Orthogonally Protected Macrocyclic Scaffolds

Enrique Mann and Horst Kessler
pp 4567–4570
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035673b

Oxidation of Carbon−Silicon Bonds:  The Dramatic Advantage of Strained Siletanes

James D. Sunderhaus, Hubert Lam, and Gregory B. Dudley
pp 4571–4573
Publication Date (Web): October 30, 2003 (Letter)
DOI: 10.1021/ol035695y

Cyanthiwigin AC and AD, Two Novel Diterpene Skeletons from the Jamaican Sponge Myrmekioderma styx

Jiangnan Peng, Mitchell A. Avery, and Mark T. Hamann
pp 4575–4578
Publication Date (Web): November 4, 2003 (Letter)
DOI: 10.1021/ol035592f

N‘-Alkylated Guanidiniocarbonyl Pyrroles:  New Receptors for Amino Acid Recognition in Water

Carsten Schmuck and Volker Bickert
pp 4579–4581
Publication Date (Web): October 31, 2003 (Letter)
DOI: 10.1021/ol0356340

A pH Switch in Supramolecular Polymeric Capsules

Heng Xu, Stephen P. Stampp, and Dmitry M. Rudkevich
pp 4583–4586
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol0357301

Effect of Copper Salts on Peptide Bond Formation Using Peptide Thioesters

Raffaele Ingenito and Holger Wenschuh
pp 4587–4590
Publication Date (Web): November 4, 2003 (Letter)
DOI: 10.1021/ol035742m

Ceratamines A and B, Antimitotic Heterocyclic Alkaloids Isolated from the Marine Sponge Pseudoceratina sp. Collected in Papua New Guinea

Emiliano Manzo, Rob van Soest, Lohi Matainaho, Michel Roberge, and Raymond J. Andersen
pp 4591–4594
Publication Date (Web): October 24, 2003 (Letter)
DOI: 10.1021/ol035721s

Highly Diastereoselective Synthesis of C(6)-Functionalized Dihydroimidazotriazines

Ethel Garnier, Jérôme Guillard, Eric Pasquinet, Franck Suzenet, Didier Poullain, Christian Jarry, Jean-Michel Léger, Bruno Lebret, and Gérald Guillaumet
pp 4595–4598
Publication Date (Web): November 7, 2003 (Letter)
DOI: 10.1021/ol035743e

Chemoselectivity of the Ruthenium-Catalyzed Hydrative Diyne Cyclization:  Total Synthesis of (+)-Cylindricine C, D, and E

Barry M. Trost and Michael T. Rudd
pp 4599–4602
Publication Date (Web): October 25, 2003 (Letter)
DOI: 10.1021/ol035752n

Addition of Electron-Rich Aromatics to Azafullerenium Carbocation. A Stepwise Electrophilic Substitution Mechanism

Georgios C. Vougioukalakis, Nikos Chronakis, and Michael Orfanopoulos
pp 4603–4606
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol0357604

A New, Mild Synthesis of N-Sulfonyl Ketimines via the Palladium-Catalyzed Isomerization of Aziridines

John P. Wolfe and Joshua E. Ney
pp 4607–4610
Publication Date (Web): October 31, 2003 (Letter)
DOI: 10.1021/ol0357651

Selective Amination of Polyhalopyridines Catalyzed by a Palladium−Xantphos Complex

Jianguo Ji, Tao Li, and William H. Bunnelle
pp 4611–4614
Publication Date (Web): November 4, 2003 (Letter)
DOI: 10.1021/ol0357696

New Boronic Acid Fluorescent Reporter Compounds. 2. A Naphthalene-Based On−Off Sensor Functional at Physiological pH

Xingming Gao, Yanling Zhang, and Binghe Wang
pp 4615–4618
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol035783i

A New Synthetic Approach to the Polycyclic Polyprenylated Acylphloroglucinols

Roxana Ciochina and Robert B. Grossman
pp 4619–4621
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol0357907

Regioselective Allylmetalation of Allenes with Tetraallylmanganate or Allylmagnesium Chloride under MnCl2 Catalysis

Toshihiro Nishikawa, Hiroshi Shinokubo, and Koichiro Oshima
pp 4623–4626
Publication Date (Web): November 5, 2003 (Letter)
DOI: 10.1021/ol035793j

Pyrrolidine-5,5-trans-lactams. 4. Incorporation of a P3/P4 Urea Leads to Potent Intracellular Inhibitors of Hepatitis C Virus NS3/4A Protease

Martin J. Slater, Elizabeth M. Amphlett, David M. Andrews, Paul Bamborough, Seb J. Carey, Martin R. Johnson, Paul S. Jones, Gail Mills, Nigel R. Parry, Donald O'N. Somers, Alan J. Stewart, and Tadeusz Skarzynski
pp 4627–4630
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol035826v

Pyrrolidine-5,5-trans-lactams. 5. Pharmacokinetic Optimization of Inhibitors of Hepatitis C Virus NS3/4A Protease

David M. Andrews, Michael C. Barnes, Mike D. Dowle, S. Lucy Hind, Martin R. Johnson, Paul S. Jones, Gail Mills, Angela Patikis, Tony J. Pateman, Tracy J. Redfern, J. Ed Robinson, Martin J. Slater, and Naimisha Trivedi
pp 4631–4634
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol035827n

Borylation of Aryldiazonium Ions with N-Heterocyclic Carbene−Palladium Catalysts Formed without Added Base

Yudao Ma, Chun Song, Wei Jiang, Guoping Xue, John F. Cannon, Xiaomei Wang, and Merritt B. Andrus
pp 4635–4638
Publication Date (Web): October 23, 2003 (Letter)
DOI: 10.1021/ol035857q

Allylation of Donor−Acceptor Cyclopropanes

Ming Yu and Brian L. Pagenkopf
pp 4639–4640
Publication Date (Web): October 25, 2003 (Letter)
DOI: 10.1021/ol0357898

Enantioselective Total Synthesis of (+)-Leucascandrolide A Macrolactone

Michael T. Crimmins and Phieng Siliphaivanh
pp 4641–4644
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035797o

Palladium-Catalyzed Cross-Coupling Reactions of Carboxylic Anhydrides with Organozinc Reagents

Donghui Wang and Zhaoguo Zhang
pp 4645–4648
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol035801w

Use of Selenium-Bound Resin for the Solid-Phase Synthesis of Substituted Isoxazolyl-Substituted (E)-Olefins

Xian Huang and Wei-Ming Xu
pp 4649–4652
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035816u

Convenient Access to Polysubstituted 1-Indanones by Sc(OTf)3-Catalyzed Intramolecular Friedel−Crafts Acylation of Benzyl Meldrum's Acid Derivatives

Eric Fillion and Dan Fishlock
pp 4653–4656
Publication Date (Web): October 23, 2003 (Letter)
DOI: 10.1021/ol035817m

A Novel Approach toward the Synthesis of Kendomycin:  Selective Synthesis of a C-Aryl Glycoside as a Single Atropisomer

Stefan Pichlmair, Maria M. B. Marques, Martin P. Green, Harry J. Martin, and Johann Mulzer
pp 4657–4659
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol035846x

Enhanced Photodecarboxylation of an Aryl Ester in Polyethylene Films

Tadashi Mori, Yoshihisa Inoue, and Richard G. Weiss
pp 4661–4664
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035852t

Recyclable Polyurea-Microencapsulated Pd(0) Nanoparticles:  An Efficient Catalyst for Hydrogenolysis of Epoxides

Steven V. Ley, Claire Mitchell, David Pears, Chandrashekar Ramarao, Jin-Quan Yu, and Wuzong Zhou
pp 4665–4668
Publication Date (Web): November 7, 2003 (Letter)
DOI: 10.1021/ol0358509

Synthesis of β-Cyclopropylalanines by Photolysis of Diacyl Peroxides

Rajendra P. Jain and John C. Vederas
pp 4669–4672
Publication Date (Web): October 31, 2003 (Letter)
DOI: 10.1021/ol035859a

Facile N-Arylation of Amines and Sulfonamides

Zhijian Liu and Richard C. Larock
pp 4673–4675
Publication Date (Web): October 24, 2003 (Letter)
DOI: 10.1021/ol0358612

Enantioselective α-Silyl Amino Acid Synthesis by Reverse-Aza-Brook Rearrangement

Guodong Liu and Scott McN. Sieburth
pp 4677–4679
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol0358713

Studies Directed toward the Construction of the Polypropionate Fragment of Superstolide A

Joan G. Solsona, Pedro Romea, and Fèlix Urpí
pp 4681–4684
Publication Date (Web): November 4, 2003 (Letter)
DOI: 10.1021/ol035874f

Synthesis of Migration-Resistant Hydroxyethoxy Analogues of Lysophosphatidic Acid

Lian Qian, Yong Xu, Hiroyuki Arai, Junken Aoki, Thomas M. McIntyre, and Glenn D. Prestwich
pp 4685–4688
Publication Date (Web): October 30, 2003 (Letter)
DOI: 10.1021/ol0358758

Variable Trends in R−X Bond Dissociation Energies (R = Me, Et, i-Pr, t-Bu)

Michelle L. Coote, Addy Pross, and Leo Radom
pp 4689–4692
Publication Date (Web): October 22, 2003 (Letter)
DOI: 10.1021/ol035860+

Iterative Oxime Bond Chemistry Leads to Protease Inhibitors

Olivier Renaudet and Jean-Louis Reymond
pp 4693–4696
Publication Date (Web): November 5, 2003 (Letter)
DOI: 10.1021/ol035867r

Highly Chemo- and Regioselective Intermolecular Cyclotrimerization of Alkynes Catalyzed by Cationic Rhodium(I)/Modified BINAP Complexes

Ken Tanaka and Kaori Shirasaka
pp 4697–4699
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035963s

Nickel-Catalyzed Arylation of Acrolein Diethyl Acetal:  A Substitute to the 1,4-Addition of Arylhalides to Acrolein

S. Condon, D. Dupré, and J. Y. Nédélec
pp 4701–4703
Publication Date (Web): November 4, 2003 (Letter)
DOI: 10.1021/ol035877s

A Tandem Non-Aldol Aldol Mukaiyama Aldol Reaction

Michael E. Jung and Alexandra van den Heuvel
pp 4705–4707
Publication Date (Web): October 23, 2003 (Letter)
DOI: 10.1021/ol0358760

Intramolecular Formal Aza-[3 + 3] Cycloaddition Approach to Indoloquinolizidine Alkaloids. A Stereoselective Total Synthesis of (±)-Tangutorine

Shengjun Luo, Craig A. Zificsak, and Richard P. Hsung
pp 4709–4712
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol030114q

Efficient One-Step Syntheses of Isoprenoid Conjugates of Nucleoside 5‘-Diphosphates

Youngha Ryu and A. Ian Scott
pp 4713–4715
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol035880b

Automated Synthesis of a Protected N-Linked Glycoprotein Core Pentasaccharide

Daniel M. Ratner, Erika R. Swanson, and Peter H. Seeberger
pp 4717–4720
Publication Date (Web): November 1, 2003 (Letter)
DOI: 10.1021/ol035887t

Microwave-Assisted Synthesis Utilizing Supported Reagents:  A Rapid and Efficient Acylation Procedure

Daryl R. Sauer, Douglas Kalvin, and Kathleen M. Phelan
pp 4721–4724
Publication Date (Web): November 7, 2003 (Letter)
DOI: 10.1021/ol0358915

Probing the Lewis Acid-Catalyzed Intramolecular Diels−Alder Cyclizations of Allylic Alkoxy-Substituted (Z)-1,3-Dienes

Thomas A. Dineen and William R. Roush
pp 4725–4728
Publication Date (Web): October 30, 2003 (Letter)
DOI: 10.1021/ol035900+

Direct Iodination of Alkanes

Raúl Montoro and Thomas Wirth
pp 4729–4731
Publication Date (Web): October 28, 2003 (Letter)
DOI: 10.1021/ol0359012

Anti-Markovnikov Intermolecular Hydroamination:  A Bis(amidate) Titanium Precatalyst for the Preparation of Reactive Aldimines

Zhe Zhang and Laurel L. Schafer
pp 4733–4736
Publication Date (Web): October 22, 2003 (Letter)
DOI: 10.1021/ol0359214

Abnormal Aza-Baylis−Hillman Reaction of N-Tosylated Imines with Ethyl 2,3-Butadienoate and Penta-3,4-dien-2-one

Gui-Ling Zhao, Jin-Wen Huang, and Min Shi
pp 4737–4739
Publication Date (Web): November 6, 2003 (Letter)
DOI: 10.1021/ol0359416

Total Syntheses of Sesterpenic Acids:  Refuted (±)-Bilosespenes A and B

Day-Shin Hsu and Chun-Chen Liao
pp 4741–4743
Publication Date (Web): October 29, 2003 (Letter)
DOI: 10.1021/ol035944i

Catalytic, Asymmetric Preparation of Ketene Dimers from Acid Chlorides

Michael A. Calter, Robert K. Orr, and Wei Song
pp 4745–4748
Publication Date (Web): October 23, 2003 (Letter)
DOI: 10.1021/ol0359517

Palladium-Catalyzed Amidation of Enol Triflates:  A New Synthesis of Enamides

Debra J. Wallace, David J. Klauber, Cheng-yi Chen, and Ralph P. Volante
pp 4749–4752
Publication Date (Web): November 7, 2003 (Letter)
DOI: 10.1021/ol035959g
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