Table of Contents

January 22, 1999
Volume 64, Issue 2
Pages 328-678
For Selected Content:

Communications

Preparation and Reactions of 3,4-Bis(tributylstannyl)-2(5H)-furanone

Ross Mabon, Alexandre M. E. Richecœur, and J. B. Sweeney
pp 328–329
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo9816156

Design, Synthesis and Evaluation of Poly-l-Proline Type-II Peptide Mimics Based on the 3-Azabicyclo[3.1.0]hexane System

Rui Zhang and Jose S. Madalengoitia
pp 330–331
Publication Date (Web): December 30, 1998 (Communication)
DOI: 10.1021/jo981814p

Efficient Monomodification of the Secondary Hydroxy Groups of β-Cyclodextrin

Sheng-Hsien Chiu and David C. Myles
pp 332–333
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo981866e

Formation of a Macrobicyclic Tris(disulfide) by Molecular Self-Assembly

Suk-Wah Tam-Chang, Jeffrey S. Stehouwer, and Jinsong Hao
pp 334–335
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo982166c

Enhanced Diastereoselectivity in the Asymmetric Ugi Reaction Using a New “Convertible” Isonitrile

Russell J. Linderman, Sophie Binet, and Samantha R. Petrich
pp 336–337
Publication Date (Web): December 31, 1998 (Communication)
DOI: 10.1021/jo982186e

Chiral Vanadium-Based Catalysts for Asymmetric Epoxidation of Allylic Alcohols

Noriaki Murase, Yujiro Hoshino, Masataka Oishi, and Hisashi Yamamoto
pp 338–339
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo9821933

Double Annulation Route to Highly Substituted and Functionalized Trans-Fused Bicyclic Compounds

Robert B. Grossman, Melissa A. Varner, and Aaron J. Skaggs
pp 340–341
Publication Date (Web): December 29, 1998 (Communication)
DOI: 10.1021/jo9822737

A New Approach for the Generation and Reaction of Organotin Hydrides:  The Development of Reactions Catalytic in Tin

Ina Terstiege and Robert E. Maleczka, Jr.
pp 342–343
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo982332g

New Reactivity from (PCy3)2Cl2RuCHPh:  A Mild Catalyst for Kharasch Additions

John A. Tallarico, Lisa M. Malnick, and Marc L. Snapper
pp 344–345
Publication Date (Web): January 05, 1999 (Communication)
DOI: 10.1021/jo982349z

Articles

2-Benzotriazolylaziridines and Their Reactions with Diethyl Acetylenedicarboxylate

Alan R. Katritzky, Jiangchao Yao, Weiliang Bao, Ming Qi, and Peter J. Steel
pp 346–350
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo980082y

Preferences of the Oxalamide and Hydrazide Moieties in Vacuum and Aqueous Solution. A Comparison with the Amide Functionality

Carlos Alemán and Jordi Puiggalí
pp 351–358
Publication Date (Web): December 22, 1998 (Article)
DOI: 10.1021/jo980399y

Synthesis and Reactivity of 5,8-Dihydroxythioflavanone Derivatives

Marek T. Konieczny, Barbara Horowska, Antoni Kunikowski, Jerzy Konopa, Konstanty Wierzba, Yuji Yamada, and Tetsuji Asao
pp 359–364
Publication Date (Web): January 06, 1999 (Article)
DOI: 10.1021/jo980586w

Regioselective Synthesis of 5-Ylidenepyrrol-2(5H)-ones by Reaction of Transition Metal-Coordinated Bis(imidoyl) Chlorides with Carbon Nucleophiles

Jörg Wuckelt, Manfred Döring, Peter Langer, Rainer Beckert, and Helmar Görls
pp 365–372
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo9805910

Allyltitanates in Stereospecific Additions to Chiral δ-Lactol:  Efficient Enantioselective Route to a Potential Precursor of the C1−C9 Portion of Tylonolide

Isabelle Berque, Patrick Le Ménez, Patrick Razon, Jacqueline Mahuteau, Jean-Pierre Férézou, Ange Pancrazi, Janick Ardisson, and Jean-Daniel Brion
pp 373–381
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo9807722

Fluorescent Cyclodextrins Responsive to Molecules and Metal Ions. Fluorescence Properties and Inclusion Phenomena of Nα-Dansyl-l-lysine-β-cyclodextrin and Monensin-Incorporated Nα-Dansyl-l-lysine-β-cyclodextrin

Akihiko Ueno, Akira Ikeda, Hiroshi Ikeda, Tsukasa Ikeda, and Fujio Toda
pp 382–387
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo9807870

Synthesis of Nonracemic Dimethyl α-(Hydroxyfarnesyl)phosphonates via Oxidation of Dimethyl Farnesylphosphonate with (Camphorsulfonyl)oxaziridines

Diana M. Cermak, Yanming Du, and David F. Wiemer
pp 388–393
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo980984z

Coupling Reactions and Coupling−Alkylations of Thiophenecarbaldehydes Promoted by Samarium Diiodide

Shyh-Ming Yang and Jim-Min Fang
pp 394–399
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo980851d

Unprecedented Regio- and Stereoselective Conversion of 1-Cyclopropyl-3-ethoxycyclopentadienes to 3-(E)-Alkylidenecyclopentenes

Bernard L. Flynn and Armin de Meijere
pp 400–404
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo980938z

Convergent Synthesis of Dolastatin 15 by Solid Phase Coupling of an N-Methylamino Acid

Kenichi Akaji, Yuzo Hayashi, Yoshiaki Kiso, and Naohiro Kuriyama
pp 405–411
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo981055a

Organogels from Carbohydrate Amphiphiles

Rudi J. H. Hafkamp, Martinus C. Feiters, and Roeland J. M. Nolte
pp 412–426
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo981158t

α-C−H Bond Dissociation Energies of Some Tertiary Amines

G. W. Dombrowski, J. P. Dinnocenzo, S. Farid, J. L. Goodman, and I. R. Gould
pp 427–431
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo9813843

NH Tautomerism in the Dimethyl Ester of Bonellin, a Natural Chlorin

Juho Helaja, Franz-Peter Montforts, Ilkka Kilpeläinen, and Paavo H. Hynninen
pp 432–437
Publication Date (Web): December 30, 1998 (Article)
DOI: 10.1021/jo981260q

Synthesis of Isagarin, a New Type of Tetracyclic Naphthoquinone from Pentas longiflora

Bart Kesteleyn, Luc Van Puyvelde, and Norbert De Kimpe
pp 438–440
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo9813888

Synthesis of 2,4-Diamino-5,6,7,8,9,10-hexahydro-5,9-methanopyrimido[4,5-b]azocine

Edward C. Taylor, James E. Dowling, and Beena Bhatia
pp 441–446
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo981393b

Internal Rotation and Butterfly-like Ring Inversion in 9-tert-Butylanthracene

Glenn H. Penner, Y.-C. Phillis Chang, Patrik Nechala, and Robert Froese
pp 447–452
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo981402g

Regioselective Reactions of Organozinc Reagents with 2,4-Dichloroquinoline and 5,7-Dichloropyrazolo[1,5-a]pyrimidine

Takeshi Shiota and Teruo Yamamori
pp 453–457
Publication Date (Web): January 08, 1999 (Article)
DOI: 10.1021/jo981423a

Photochemical Properties Of 4-Benzoylbenzylammonium Borates

Wenqin Zhang, Kesheng Feng, Xiaosong Wu, Dustin Martin, and Douglas C. Neckers
pp 458–463
Publication Date (Web): December 30, 1998 (Article)
DOI: 10.1021/jo981443c

Normal and Abnormal Heme Biosynthesis. 1. Synthesis and Metabolism of Di- and Monocarboxylic Porphyrinogens Related to Coproporphyrinogen-III and Harderoporphyrinogen:  A Model for the Active Site of Coproporphyrinogen Oxidase

Timothy D. Lash, Ukti N. Mani, Martin A. Drinan, Chun Zhen, Troii Hall, and Marjorie A. Jones
pp 464–477
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981473f

Normal and Abnormal Heme Biosynthesis. 2.1 Synthesis and Metabolism of Type-III Pentacarboxylic Porphyrinogens:  Further Experimental Evidence for the Enzymic Clockwise Decarboxylation of Uroporphyrinogen-III

Timothy D. Lash, Ukti N. Mani, Elizabeth A. Lyons, Pornlert Thientanavanich, and Marjorie A. Jones
pp 478–487
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo9814748

A New Method of Synthesis for Propargylic Amines and Ethers via Benzotriazole Derivatives Using Sodium Dialkynyldiethylaluminates

Jin Hee Ahn, Meyoung Ju Joung, and Nung Min YoonDaniela C. Oniciu and Alan R. Katritzky
pp 488–492
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo9814750

Tetraphenylporphine-Sensitized Photooxygenation of (E,E)- and (E,Z)-1-Aryl-1,3-pentadienes Generating cis-Endoperoxides

Jiro Motoyoshiya, Yasuyuki Okuda, Ichiro Matsuoka, Sadao Hayashi, Yutaka Takaguchi, and Hiromu Aoyama
pp 493–497
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981506r

IOOC Route to Substituted Chiral Pyrrolidines. Potential Glycosidase Inhibitors

Eliezer Falb, Yosi Bechor, Abraham Nudelman, Alfred Hassner, Amnon Albeck, and Hugo E. Gottlieb
pp 498–506
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo9815094

Solution-Phase Bioconjugate Synthesis Using Protected Oligonucleotides Containing 3‘-Alkyl Carboxylic Acids

Jeffrey D. Kahl and Marc M. Greenberg
pp 507–510
Publication Date (Web): December 19, 1998 (Article)
DOI: 10.1021/jo9815148

Dications of Fluorenylidenes. Electronic Effects on the Paratropicity/Antiaromaticity of Diphenylmethyl-Substituted Fluorenyl Cations

Nancy S. Mills*, Tiffany Malinky, James L. Malandra, Ellen E. Burns, and Peter Crossno
pp 511–517
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo981517k

Carbonylation of Silylated Hydroxymethyl Aziridines to β-Lactams

Paolo Davoli, Irene Moretti, Fabio Prati, and Howard Alper
pp 518–521
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo981568h

Synthesis of Per-Glycosylated β-Cyclodextrins Having Enhanced Lectin Binding Affinity

Juan José García-López, Fernando Hernández-Mateo, Joaquín Isac-García, Jin Mi Kim, René Roy, Francisco Santoyo-González, and Antonio Vargas-Berenguel
pp 522–531
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981576y

Chelation-Assisted Regioselective C−O Bond Cleavage Reactions of Acetals by Grignard Reagents. A General Procedure for the Regioselective Synthesis of Protected Polyols Having One Free Hydroxy Group

Wen-Lung Cheng, Yeng-Jeng Shaw, Sue-Min Yeh, Puthuparampil P. Kanakamma, Yu-Huey Chen, Chuo Chen, Jia-Cheng Shieu, Shaang-Jyh Yiin, Gene-Hsiang Lee, Yu Wang, and Tien-Yau Luh
pp 532–539
Publication Date (Web): December 31, 1998 (Article)
DOI: 10.1021/jo981579a

Density Functional Theory Calculations of the Effect of Fluorine Substitution on the Kinetics of Cyclopropylcarbinyl Radical Ring Openings

Feng Tian, Michael D. Bartberger, and William R. Dolbier, Jr.
pp 540–546
Publication Date (Web): December 30, 1998 (Article)
DOI: 10.1021/jo981594f

Cyclopropanation Reactions of Pyroglutamic Acid-Derived Synthons with Akylidene Transfer Reagents

Rui Zhang, Ahmed Mamai, and Jose S. Madalengoitia
pp 547–555
Publication Date (Web): December 30, 1998 (Article)
DOI: 10.1021/jo9816109

Generation and Trapping of N-Acyliminium Ions Derived from Isomünchnone Cycloadducts. A Versatile Route to Functionalized Heterocycles

Michael A. Brodney and Albert Padwa
pp 556–565
Publication Date (Web): January 06, 1999 (Article)
DOI: 10.1021/jo981624e

Photochemical Bissilylation of C60 with Disilane1

Takeshi Akasaka, Toshiyasu Suzuki, Yutaka Maeda, Mikiko Ara, Takatsugu Wakahara, Kaoru Kobayashi, Shigeru Nagase, Masahiro Kako, Yasuhiro Nakadaira, Mamoru Fujitsuka, and Osamu Ito
pp 566–569
Publication Date (Web): December 30, 1998 (Article)
DOI: 10.1021/jo981689h

Six- vs Seven-Membered Ring Formation from the 1-Bicyclo[4.1.0]heptanylmethyl Radical:  Synthetic and ab Initio Studies

Eric J. Kantorowski, Shawn W. E. Eisenberg, William H. Fink, and Mark J. Kurth
pp 570–580
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981708n

Novel Isomerization Reaction of N,N-Dimethyl-α-(methoxycarbonyl)-4-substituted- benzylammonium N-Methylides

Chen Zhang, Hiroto Ito, Yasuhiro Maeda, Naohiro Shirai, Shin-ichi Ikeda, and Yoshiro Sato
pp 581–586
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981729h

Further Studies on Total Synthesis of Sarain A. Efforts Toward Annulation of the Macrocyclic Rings

Osamu Irie, Kiyohiro Samizu, James R. Henry, and Steven M. Weinreb
pp 587–595
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981821d

Synthesis of Angular Quinoid Heterocycles from 2-(2-Nitrovinyl)-1,4-benzoquinone

Wayland E. Noland and Brant L. Kedrowski
pp 596–603
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo981899u

Effects of Adjacent Onium Cations and Remote Substituents on the H−A+ Bond Equilibrium Acidities in Dimethyl Sulfoxide Solution. An Extensive Ylide Thermodynamic Stability Scale and Implication for the Importance of Resonance Effect on Ylide Stabilities

Jin-Pei Cheng, Bo Liu, Yongyu Zhao, Yongkai Sun, Xian-Man Zhang, and Yun Lu
pp 604–610
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo981954z

Prototype Pictet−Spengler Reactions Catalyzed by Superacids. Involvement of Dicationic Superelectrophiles

Akihiro Yokoyama, Tomohiko Ohwada, and Koichi Shudo
pp 611–617
Publication Date (Web): December 29, 1998 (Article)
DOI: 10.1021/jo982019e

The Study of the Kinetics of Intramolecular Radical Cyclizations of Acylsilanes via the Intramolecular Competition Method

Weir-Torn Jiaang, Hsien-Chang Lin, Kuo-Hsiang Tang, Lih-Bin Chang, and Yeun-Min Tsai
pp 618–628
Publication Date (Web): January 05, 1999 (Article)
DOI: 10.1021/jo982079k

Stereoselective Reductive Rearrangement of α-Hydroxy Epoxides:  A New Method for Synthesis of 1,3-Diols1

Yong Qiang Tu, Liang Dong Sun, and Ping Zhen Wang
pp 629–633
Publication Date (Web): January 06, 1999 (Article)
DOI: 10.1021/jo981097z

Notes

Reactions of 6-Aminopyrimidines with Biselectrophiles:  Manipulation of Product Composition with Solvent and Pyrimidine Substitution Variation1

Anil Vasudevan, Farahnaz Mavandadi, Lihua Chen, and Aleem Gangjee
pp 634–638
Publication Date (Web): December 15, 1998 (Note)
DOI: 10.1021/jo9713870

Ethylation by Ethyl Ethers in the Presence of Organometallic Bases:  Reactions of Hydrocycloalk[b]indoles

Yuji Naruse, Yoshitaka Ito, and Satoshi Inagaki
pp 639–640
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo9813080

A General and Convenient Procedure for the Synthesis of N-Alkylarylamines and N-Alkylheteroarylamines by Electrophilic Amination of Cuprates with N-Alkylhydroxylamines

Paolo Bernardi, Pasquale Dembech, Gaia Fabbri, Alfredo Ricci, and Giancarlo Seconi
pp 641–643
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo981412h

An Unusual Charge Umpolung:  Synthesis of the Bay Region Diketone 2,3:10,11-Dibenzoperylene-1,12-dione

Ronnie Benshafrut, Roy E. Hoffman, Mordecai Rabinovitz, and Klaus Müllen
pp 644–647
Publication Date (Web): December 31, 1998 (Note)
DOI: 10.1021/jo981562s

An Efficient Synthesis of Unsymmetrical Optically Active Phosphatidyl Glycerol

Kazuo Murakami, Erich J. Molitor, and Hung-wen Liu
pp 648–651
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo981653p

Formation of Stable Spiro[4.4] Ortho Ester Aminals during the Synthesis of the C26−C32 Oxazole Fragment of Calyculin C

Petri M. Pihko and Ari M. P. KoskinenMaija J. Nissinen and Kari Rissanen
pp 652–654
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo981674j

A Novel Nickel(0)-Mediated One-Pot Cascade Reaction to cis-9,10-Dihydroxy- 9,10-dihydrophenanthrenes and 9-Phenanthrones

Helge A. Reisch, Volker Enkelmann, and Ullrich Scherf
pp 655–658
Publication Date (Web): December 29, 1998 (Note)
DOI: 10.1021/jo9817523

A Versatile Diquinane from Fulvene as a Building Block in Natural Product Synthesis. 1. A Facile Synthesis of the Iridoids Loganin and Sarracenin

Huo-Mu Tai, Meng-Yang Chang, An-Yang Lee, and Nein-Chen Chang
pp 659–662
Publication Date (Web): December 29, 1998 (Note)
DOI: 10.1021/jo9817624

Conversion of Homoallylic Alcohols with Alkene Protection to the Corresponding Methyl Ketones

Michael E. Jung, Usama Karama, and Rodolfo Marquez
pp 663–665
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo9817725

Short and Convergent Synthesis of (1→3)-C-Linked Imino Disaccharides (Aza-C-disaccharides)

Yao-Hua Zhu and Pierre Vogel
pp 666–669
Publication Date (Web): December 29, 1998 (Note)
DOI: 10.1021/jo981781d

Ligand-Accelerated Catalysis of the Ullmann Condensation:  Application to Hole Conducting Triarylamines

H. Bruce Goodbrand and Nan-Xing Hu
pp 670–674
Publication Date (Web): December 31, 1998 (Note)
DOI: 10.1021/jo981804o

Radical Addition Reaction of Brominated Active Methylene Compounds to Enol Ethers Using 2,2‘-Azobis(2,4- dimethyl-4-methoxyvaleronitrile) (V-70) as an Initiator

Yasuyuki Kita, Atsunori Sano, Takahiro Yamaguchi, Masahisa Oka, Kentoku Gotanda, and Masato Matsugi
pp 675–678
Publication Date (Web): January 05, 1999 (Note)
DOI: 10.1021/jo981900p

Additions and Corrections

An Improved Procedure for the Preparation of 2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane ((S,S)-tert-Butylbis(oxazoline)) and Derived Copper(II) Complexes

David A. Evans, Gretchen S. Peterson, Jeffrey S. Johnson, David M. Barnes, Kevin R. Campos, and Keith A. Woerpel
p 678
Publication Date (Web): December 31, 1998 (Addition/Correction)
DOI: 10.1021/jo9840271
For Selected Content:
Advertisements
Advertisement
Info for Advertisers
SciFinder subscribers: Click to sign in | Not a SciFinder subscriber? Learn more at www.cas.org

Browse By Issue

List of Issues

Stay Current

Get your research ASAP.

e-Alerts | RSS Feeds RSS Feeds
Advertisements
Advertisement
Info for Advertisers