Table of Contents

December 27, 1996
Volume 61, Issue 26
Pages 9074-9636
For Selected Content:

Articles

Synthesis of Cyclopropyl Taxane Analogs via Sequential Diels−Alder Reactions

pp 9074–9075
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo961617v

Direct Alkylation of α-Substituted Aldehydes

pp 9076–9077
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo9614710

New Imino-Wittig Rearrangement of Benzyl and Allyl Hydroximates

pp 9078–9079
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo961768y

Tandem Quinone Methide Generation for Cross-Linking DNA

pp 9080–9081
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo961864z

Copper-Catalyzed Cross-Coupling and Carbonylative Cross-Coupling of Organostannanes and Organoboranes with Hypervalent Iodine Compounds

pp 9082–9083
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo962033w

Conversion of Hydroxy Nitriles to Lactones Using Rhodococcus rhodochrous Whole Cells

pp 9084–9085
Publication Date (Web): December 27, 1996 (Communication)
DOI: 10.1021/jo9616623

A Reagent for Selective Deprotection of Alkyl Acetates

pp 9086–9089
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961257b

Enantioselective Allylation of Nitro Group-Stabilized Carbanions Catalyzed by Chiral Crown Ether Phosphine−Palladium Complexes

pp 9090–9096
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961343b

Synthesis of a CDE Fragment of the Insect Antifeedant 12-Hydroxyazadiradione

pp 9097–9102
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961100j

Total Synthesis of (±)-Dihydrokawain-5-ol. Regioselective Monoprotection of Vicinal Syn-Diols Derived from the Iodocyclofunctionalization of α-Allenic Alcohols

pp 9103–9110
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961653u

Synthesis of Hindered and Functionalized 1-CF3 Substituted Olefins via a Carbolithiation−Elimination−Metalation Cascade

pp 9111–9114
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961356p

Total Synthesis of Zaragozic Acid A (Squalestatin S1). Degradation to a Relay Compound and Reassembly of the Natural Product

pp 9115–9125
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961533m

Total Synthesis of Zaragozic Acid A (Squalestatin S1). Synthesis of the Relay Compound

pp 9126–9134
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961534e

Synthesis of a 2,7-Dioxatricyclo[4.2.1.03,8]nonane:  A Model Study for Possible Application in a Synthesis of Dictyoxetane

pp 9135–9145
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961680k

C4,C4‘-Bis-β-lactam to Fused Bis-γ-lactam Rearrangement

pp 9156–9163
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960826c

Unusual Rearrangement of Some Cyclobutachromanols. Facile Formation of Benzo-1,3-dioxane Ring System of Averufin

pp 9164–9167
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961053v

Cyclopenta-1,2-dithioles, Cyclopenta-1,2-thiazines, and Methylenoindenes from New Molecular Rearrangements

pp 9178–9185
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9612234

A Study on the Asymmetric Synthesis of β-Lactams through Double Stereodifferentiating Cycloaddition Reactions

pp 9186–9195
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9612180

New Approach to the Coupling of γ-Amino β-Hydroxy Acids and β,γ-Dihydroxy Acids with α-Amino Acid Esters

pp 9196–9201
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961219s

Mitomycin Betaines:  Synthesis, Structure, and Solvolytic Reactivity

pp 9202–9206
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961378b

Nucleic Acid Related Compounds. 93. A Solution for the Historic Problem of Regioselective Sugar−Base Coupling To Produce 9-Glycosylguanines or 7-Glycosylguanines1

pp 9207–9212
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9617023

Synthesis and Properties of 2‘-Deoxy-2‘-α-C-branched Nucleosides and Nucleotides

pp 9213–9222
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9614607

New Nucleoside−Sugar Conjugates:  6-N-Glycosyloxyphosphorylated Adenosine Derivatives as Partial Structures of Agrocin 84

pp 9223–9228
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961489a

Synthesis of a Series of Focally-Substituted Organothiol Dendrons

pp 9229–9235
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961527q

Preparation and Properties of 9-Methylenetricyclo[4.3.0.03,8]non-4-ene

pp 9236–9241
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961462r

Chiral Bisazafulleroids

pp 9242–9244
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961804t

Molecular Mechanics (MM3) Conformational Studies of Cyclic and Acyclic Monochloroalkanes

pp 9245–9252
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960623o

Ab Initio/IGLO/GIAO-MP2 Studies of Fluorocarbocations:  Experimental and Theoretical Investigation of the Cleavage Reaction of Trifluoroacetic Acid in Superacids1a

pp 9253–9258
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9611327

Bond Dissociation Energies of O−H Bonds in Substituted Phenols from Equilibration Studies

pp 9259–9263
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961039i

Study of 5-Endo Cyclization of 5-Oxapenta-2,4-dienoyl Radical and Related Radicals by ab Initio Calculations. Unusual Nonradical Cyclization Mechanism

pp 9264–9271
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9614405

Palladium-Catalyzed Reaction of o-Ethynylphenols, o-((Trimethylsilyl)ethynyl)phenyl Acetates, and o-Alkynylphenols with Unsaturated Triflates or Halides:  A Route to 2-Substituted-, 2,3-Disubstituted-, and 2-Substituted-3-acylbenzo[b]furans

pp 9280–9288
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961051a

Reactions of Benzyl Aryl Sulfides with Excess Active Halogen Reagents

pp 9289–9292
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961565+

Novel Crossed Diels−Alder Reactions of 1-(2-Butadienyl)pyridinium Bromide

pp 9293–9296
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9614809

Synthesis of Modified Carboxyl Binding Pockets of Vancomycin and Teicoplanin

pp 9309–9322
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961412m

Syntheses, Binding Properties, and Structures of Seven New Hemicarcerands Each Composed of Two Bowls Bridged by Three Tetramethylenedioxy Groups and a Fourth Unique Linkage1,2

pp 9323–9339
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9612786

Synthesis and Characterization of 1,2,3,4-Cyclobutanetetranitramine Derivatives

pp 9340–9343
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9613040

Atropisomeric Flavoenzyme Models with a Modified Pyrimidine Ring:  Syntheses, Physical Properties, and Stereochemistry in the Reactions with NAD(P)H Analogs

pp 9344–9355
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961799t

Coenzyme A Hemithioacetals as Easily Prepared Inhibitors of CoA Ester-Utilizing Enzymes

pp 9356–9361
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9616724

Stereochemistry of the Baeyer−Villiger-Type Conversion of 4-(4-Hydroxyphenyl)butan-2-one (Raspberry Ketone) into Tyrosol Mediated by Beauveria bassiana

pp 9362–9367
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9614553

A Versatile Solid Phase Synthesis of Lavendustin A and Certain Biologically Active Analogs

pp 9368–9373
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961719l

Enantioselective Syntheses of Syributin 1 and Novel C-Glycosidic Elicitors Syringolides 1 and 2

pp 9374–9378
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961362l

Synthesis of Optically Pure Cyclic Lipoidal Ammonium Salts and Evaluation of Inhibition of Protein Kinase C

pp 9379–9384
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961365y

Synthesis and Metal Ion Binding Studies of Enediyne-Containing Crown Ethers

pp 9385–9393
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961583r

Squaramido-Based Receptors:  Design, Synthesis, and Application to the Recognition of Tetraalkylammonium Compounds

pp 9394–9401
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9614147

Electrogeneration of Triphenyltin Radical, Anion, and Cation. Electrochemical Initiation of Tin Hydride-Promoted Radical Chain Reactions

pp 9402–9408
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960741b

Radical versus “Oxenoid” Oxygen Insertion Mechanism in the Oxidation of Alkanes and Alcohols by Aromatic Peracids. New Synthetic Developments

pp 9409–9416
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961366q

Modification of Photochemical Reactivity by Nafion. Photocyclization and Photochemical CisTrans Isomerization of Azobenzene

pp 9417–9421
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960946k

Anion Structure Determination in the Gas Phase:  Chemical Reactivity as a Probe

pp 9422–9429
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961463j

O-Alkylation of N-Phenylhydroxylamine in Dimethyl Sulfoxide with Methylarenesulfonates

pp 9434–9436
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo951448z

Rigid Dipeptide Mimetics:  Efficient Synthesis of Enantiopure Indolizidinone Amino Acids

pp 9437–9446
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961872f

5-tert-Butylproline

pp 9447–9454
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9618738

2-Benzoylbenzoic Acid:  A Photolabile Mask for Alcohols and Thiols

pp 9455–9461
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961638p

Highly Stereoselective Aldol Reactions of Lithium Ester Enolates with (RS)-2-(p-Tolylsulfinyl)cyclohexanones

pp 9462–9470
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961643t

Synthesis and Decomposition of Tri- and Tetraoxide Derivatives of Dialkyl Trisulfides

pp 9471–9478
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo952244l

First Asymmetric Diels−Alder Reactions of Furan and Chiral Acrylates. Usefulness of Acid Heterogeneous Catalysts

pp 9479–9482
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961513k

Exploratory Synthetic Studies of the α-Methoxylation of Amides via Cuprous Ion-Promoted Decomposition of o-Diazobenzamides

pp 9483–9493
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961529a

Design, Synthesis, and Evaluation of Bile Acid-Based Molecular Tweezers

pp 9494–9502
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo9607525

Iodocyclization of (Z)-1-(Butyltelluro)-1,4-diorganylbut-1-en-3-ynes. Synthesis and Reactions of 3-Iodotellurophenes

pp 9503–9511
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961461z

Structure and Equilibration Studies of Bis- and Tris(spirodienone) Derivatives of Medium-Sized Calixarenes

pp 9512–9521
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961358+

[2 + 2], [4 + 1], and [4 + 2] Cycloaddition Reactions of Silylated Bisketenes

pp 9522–9527
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo961169r

On the Mechanism of the Dimerization of Benzocyclobutadiene

pp 9528–9533
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960975v

Zeolite-Mediated Cyclization of an Epoxide-Containing Polyene

pp 9534–9537
Publication Date (Web): December 27, 1996 (Article)
DOI: 10.1021/jo960745g

Synthesis of a Phosphonate Analog of Sialic Acid (Neu5Ac) Using Indium-Mediated Allylation of Unprotected Carbohydrates in Aqueous Media

pp 9538–9540
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961290y

Synthesis of the Central Portion of Cycloviracin

pp 9541–9545
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961623r

Simple and Improved Procedure for Regioselective Acylation of Aromatic Ethers with Carboxylic Acids on the Solid Surface of Alumina in the Presence of Trifluoroacetic Anhydride

pp 9546–9547
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9615413

Metal Salt-Catalyzed Addition of Lithium Enolates of Ketones to 1,2-Epoxides. An Efficient Route to α-Alkyl-γ-Hydroxy Ketones

pp 9548–9552
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961259w

Dipotassium Complex of Per-3,6-anhydro-β-cyclodextrin

pp 9553–9555
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9615357

A Modified in Situ Suzuki Cross-Coupling of Haloarenes for the Preparation of C2-Symmetric Biaryls

pp 9556–9559
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9617880

Efficient Synthesis of 1-Aryl-3,4-dihydro-4-hydroxynaphthalene:  Application to the Stereocontrolled Synthesis of (±)-Isopicropodophyllin and (±)-Isopodophyllotoxin

pp 9560–9563
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9609384

Unique and Efficient Synthesis of [2S-(2R*,3S*,4R*)]-2-Amino-1-cyclohexyl- 6-methyl-3,4-heptanediol, a Popular C-Terminal Component of Many Renin Inhibitors

pp 9564–9568
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo960694n

Oxidative Dimerization of 2-Aminoimidazoles by Molecular Bromine. Synthesis of Parazoanthoxanthin A

pp 9569–9571
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9616973

Determination of the Inclusion Geometry for the β-Cyclodextrin/Benzoic Acid Complex by NMR and Molecular Modeling

pp 9578–9581
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9612032

Microwave-Promoted Palladium-Catalyzed Coupling Reactions

pp 9582–9584
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9612990

Unexpected Synthesis of New Phosphonium Salts from R3PCS2 and [Cp2ZrHCl]n

pp 9585–9587
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961572y

Enhanced Stereoselectivity in the Capture of a 5-Substituted 2-Adamantyl Radical by Substitution of C-5 by Negative Boron

pp 9588–9590
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9616670

Improved Template-Directed Synthesis of Cyclobis(paraquat-p-phenylene)

pp 9591–9595
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961488i

New Chiral Isoquinolinium Salt Derivatives from Chiral Primary Amines via Zincke Reaction

pp 9596–9598
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961539b

Effect of Microwave Radiation on Copper(II) 2,2‘-Bipyridyl-Mediated Hydrolysis of Bis(p-nitrophenyl) Phosphodiester and Enzymatic Hydrolysis of Carbohydrates

pp 9599–9602
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961357h

On the Use of Hydrogen Peroxide in the Hydrolysis of Azido N-(Arylacetyl)-2-oxazolidinone Derivatives

pp 9603–9604
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961637x

Conjugate Electrophilic Iodofluorination of Fluoroolefins

pp 9605–9607
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961271o

Effect of Microwave Irradiation on Acid-Catalyzed Hydrolysis of Starch

pp 9608–9609
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961160p

Isotopic Perturbation of Intramolecular Hydrogen Bonds in Rigid 1,3-Diols:  NMR Studies Reveal Unusually Large Equilibrium Isotope Effects

pp 9610–9613
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961588o

Rearrangement of Aspidosperma Alkaloids with a Modified Tryptamine Chain. Revised Structure of the Polonovski−Potier Reaction Product of 5-Cyano-16-chloro-1-dehydrovincadifformine

pp 9614–9616
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961373e

Carboxylate Methylenation with a Functionalized Silylmethyl Anion:  A Two-Step Synthesis of 2-Substituted Allylic Alcohols from Esters

pp 9617–9620
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961639h

Selective Production of Diiodobenzene and Iodobenzene from Benzene

pp 9621–9622
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961493m

Concise Synthesis of Mappicine Ketone and (±)-Mappicine

pp 9623–9624
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961698v

N-Tritioacetoxyphthalimide:  A New High Specific Activity Tritioacetylating Reagent

pp 9625–9628
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9616522

Concise Synthesis of Conformationally Constrained Pybox Ligands

pp 9629–9630
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo9616264

Stereospecific Substitution of Silylated Bromoallenes with Organocopper Reagents

pp 9631–9634
Publication Date (Web): December 27, 1996 (Note)
DOI: 10.1021/jo961091e

Synthesis of l-Dioxolane Nucleosides and Related Chemistry

p 9634
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964026d

New Versatile Fluorinated Chiral Building Blocks:  Synthesis and Reactivity of Optically Pure α-(Fluoroalkyl)-β-sulfinylenamines

p 9635
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964014s

Tandem Carbon-Radical Peroxidation−Addition to Carbonyl Groups Reaction. A New Synthesis of Steroidal β-Peroxy Lactones

p 9635
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964015k

Efficient Synthesis of Optically Pure 1,1,1-Trifluoro-2-alkanols through Lipase-Catalyzed Acylation in Organic Media

p 9635
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo9640175

Cobalt Schiff Base Complex-Catalyzed Oxidation of Anilines with tert-Butyl Hydroperoxide

p 9635
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964018x

Synthesis of Chiral Spiroacetals from Carbohydrates

pp 9635–9636
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964021g

First Catalytic C-Acylation of Enoxysilanes:  An Efficient Route to β-Diketones

p 9635
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964024t

Generation and Synthetic Applications of (3-Pyridinylchloromethyl)lithium

p 9636
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo9640229

Stereocontrolled Synthesis of ent-Grindelic Acid. A Useful Example of Diastereofacial Control in an Oxonium Ion-Initiated Pinacolic Ring Expansion

p 9636
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964028y

Hydrogen-Bonded Complexes of Diaminopyridines and Diaminotriazines:  Opposite Effect of Acylation on Complex Stabilities

p 9636
Publication Date (Web): December 27, 1996 (Addition/Correction)
DOI: 10.1021/jo964029q
For Selected Content:
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