Table of Contents

February 7, 2003
Volume 68, Issue 3
Pages 675-1176

About the Cover: Soluble shape-persistent macromolecular complexes can be retained very efficiently by nanofiltration membranes. This technology delivers an attractive solution for the major drawback of homogeneous catalysis: the in situ recycling of catalysts. See van Koten and co-workers, p 675. View the article.

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Articles

Shape-Persistent Nanosize Organometallic Complexes:  Synthesis and Application in a Nanofiltration Membrane Reactor

pp 675–685
Publication Date (Web): June 17, 2002 (Article)
DOI: 10.1021/jo0257602

Computational Insight into the Reaction Intermediates in the Glycosylation Reaction Assisted by Donor Heteroatoms

pp 686–691
Publication Date (Web): December 19, 2002 (Article)
DOI: 10.1021/jo026319e

Blue Luminescent Three-Coordinate Organoboron Compounds with a 2,2‘-Dipyridylamino Functional Group

pp 701–705
Publication Date (Web): December 20, 2002 (Article)
DOI: 10.1021/jo020695h

Effect of Alkyl Group Size on the Mechanism of Acid Hydrolyses of Benzaldehyde Acetals

pp 706–717
Publication Date (Web): January 07, 2003 (Article)
DOI: 10.1021/jo0202987

Efficient Ring-Opening Reaction of Epoxides and Aziridines Promoted by Tributylphosphine in Water

pp 726–730
Publication Date (Web): December 14, 2002 (Article)
DOI: 10.1021/jo025983s

Novel [4 + 2]-Cycloaddition of 1-Phenyl-1-benzothiophenium Salts with Dienes. Experimental Evidence for a Lack of Aromaticity in the Thiophene Ring

pp 731–735
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo020406p

First General Approach to Cyclohex-3-ene-1,1-bis(phosphonates) by Diels−Alder Cycloaddition of Tetraethyl Vinylidenebis(phosphonate) to 1,3-Dienes

pp 736–742
Publication Date (Web): January 07, 2003 (Article)
DOI: 10.1021/jo0205154

A New Selective Cleavage of N,N-Dicarbamoyl-Protected Amines Using Lithium Bromide

pp 743–746
Publication Date (Web): December 31, 2002 (Article)
DOI: 10.1021/jo026300b

Desymmetrization of a Centrosymmetric Diepoxide:  Efficient Synthesis of a Key Intermediate in a Total Synthesis of Hemibrevetoxin B

pp 747–753
Publication Date (Web): December 31, 2002 (Article)
DOI: 10.1021/jo026456b

General Scope of 1,4-Diastereoselective Additions to a 2(3H)-Quinazolinone:  Practical Preparation of HIV Therapeutics

pp 754–761
Publication Date (Web): December 19, 2002 (Article)
DOI: 10.1021/jo0263162

Rhodium-Catalyzed Addition of Arylboronic Acids to Alkynyl Aza-Heteroaromatic Compounds in Water

pp 762–769
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo0205255

Preparation of 8-Amido-2-dimethylamino-1,2,3,4-tetrahydro-2-dibenzofurans and Several Fluorinated Derivatives via [3,3]-Sigmatropic Rearrangement of O-Aryloximes

pp 770–778
Publication Date (Web): January 04, 2003 (Article)
DOI: 10.1021/jo020600b

Synthesis and Properties of Bingel-type Methanofullerene−π-Extended-TTF Diads and Triads

pp 779–791
Publication Date (Web): December 28, 2002 (Article)
DOI: 10.1021/jo020412l

An Asymmetric Synthesis of Aza Analogues of the Tricyclic Skeleton of Daphnane and the ABC Ring System of Phorbol

pp 792–798
Publication Date (Web): December 12, 2002 (Article)
DOI: 10.1021/jo0205816

A Short Olefin Metathesis-Based Route to Enantiomerically Pure Arylated Dihydropyrans and α,β-Unsaturated δ-Valero Lactones

pp 799–804
Publication Date (Web): December 13, 2002 (Article)
DOI: 10.1021/jo0264729

A Facile Synthesis of Enantiopure Tricyclic Furanyl and Pyranyl Derivatives via Tungsten-Mediated Cycloalkenation and Diels−Alder Reaction

pp 805–810
Publication Date (Web): December 10, 2002 (Article)
DOI: 10.1021/jo0205208

Novel Pathways for Oxygen Insertion into Unactivated C−H Bonds by Dioxiranes. Transition Structures for Stepwise Routes via Radical Pairs and Comparison with the Concerted Pathway

pp 811–823
Publication Date (Web): December 17, 2002 (Article)
DOI: 10.1021/jo0266184

Acetal−Vinyl Sulfide Cyclization on Sugar Substrates:  Effect of Structure and Substituent

pp 824–831
Publication Date (Web): December 13, 2002 (Article)
DOI: 10.1021/jo026163i

Synthesis of Novel Cross-Conjugated Dendritic Fluorophores Containing Both Phenylenevinylene and Phenyleneethynylene Moieties

pp 832–838
Publication Date (Web): December 14, 2002 (Article)
DOI: 10.1021/jo026019x

Diarylamino Groups as Photostable Auxofluors in 2-Benzoxazolylfluorene, 2,5-Diphenyloxazoles, 1,3,5-Hexatrienes, 1,4-Distyrylbenzenes, and 2,7-Distyrylfluorenes

pp 839–853
Publication Date (Web): December 18, 2002 (Article)
DOI: 10.1021/jo020333+

Naphthalene Analogues of Lignans

pp 854–864
Publication Date (Web): December 19, 2002 (Article)
DOI: 10.1021/jo0263364

Catalytic Specificity Exhibited by p-Sulfonatocalix[n]arenes in the Methanolysis of N-Acetyl-l-amino Acids

pp 865–870
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo026580v

Phosphoramidites Are Efficient, Green Organocatalysts for the Michael Reaction. Mechanistic Insights into the Phosphorus-Catalyzed Michael Reaction of Alkynones and Implications for Asymmetric Catalysis

pp 871–874
Publication Date (Web): December 21, 2002 (Article)
DOI: 10.1021/jo026425g

Substituent Effects on the Acidity of Weak Acids. 3. Phenols and Benzyl Alcohols

pp 875–882
Publication Date (Web): January 01, 2003 (Article)
DOI: 10.1021/jo020560b

A New Suzuki−Heck-Type Coupling Cascade:  Indeno[1,2,3]-Annelation of Polycyclic Aromatic Hydrocarbons

pp 883–887
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo020367h

Rapid and Amenable Suzuki Coupling Reaction in Water Using Microwave and Conventional Heating

pp 888–892
Publication Date (Web): December 28, 2002 (Article)
DOI: 10.1021/jo0264022

Investigation of the Transition-Metal- and Acid-Catalyzed Reactions of β-(N-Tosyl)amino Diazo Carbonyl Compounds

pp 893–900
Publication Date (Web): December 28, 2002 (Article)
DOI: 10.1021/jo0259818

Iron-Mediated Preparation of Vinylcyclopropanecarboxylates:  Scope, Mechanism, and Applications

pp 901–910
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo020421u

Transient Azomethine-ylides from a Stable Amino-carbene and an Aldiminium Salt

pp 911–914
Publication Date (Web): December 20, 2002 (Article)
DOI: 10.1021/jo026214b

Chiral Lewis Acid-Catalyzed Asymmetric Baylis−Hillman Reactions

pp 915–919
Publication Date (Web): December 28, 2002 (Article)
DOI: 10.1021/jo026318m

Synthesis of 3,4-Disubstituted Isoquinolines via Palladium-Catalyzed Cross-Coupling of 2-(1-Alkynyl)benzaldimines and Organic Halides

pp 920–928
Publication Date (Web): January 01, 2003 (Article)
DOI: 10.1021/jo026294j

A Short Diastereoselective Synthesis of the Putative Alkaloid Jamtine, Using a Tandem Pummerer/Mannich Cyclization Sequence

pp 929–941
Publication Date (Web): January 01, 2003 (Article)
DOI: 10.1021/jo026471g

Memory of Chirality Generated by Spontaneous Crystallization and Asymmetric Synthesis Using the Frozen Chirality

pp 942–946
Publication Date (Web): December 14, 2002 (Article)
DOI: 10.1021/jo0266689

Stable Enols of Amides ArNHC(OH)C(CN)CO2R. E/Z Enols, Equilibria with the Amides, Solvent Effects, and Hydrogen Bonding

pp 947–959
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo020464a

Comprehensive and Uniform Synthesis of All Naturally Occurring Phosphorylated Phosphatidylinositols

pp 960–968
Publication Date (Web): January 01, 2003 (Article)
DOI: 10.1021/jo0206418

Highly Enantioselective Mukaiyama Aldol Reaction of α,α-Dichloro Ketene Silyl Acetal:  An Efficient Synthesis of a Key Intermediate for Diltiazem

pp 974–979
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo026361+

Synthesis of 4-(1-Alkenyl)isoquinolines by Palladium(II)-Catalyzed Cyclization/Olefination

pp 980–988
Publication Date (Web): December 19, 2002 (Article)
DOI: 10.1021/jo0261303

Efficient Syntheses of 2-Chloro-2‘-deoxyadenosine (Cladribine) from 2‘-Deoxyguanosine1

pp 989–992
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo020644k

Sulfur Ylide-Initiated Thio-Claisen Rearrangements. The Synthesis of Highly Substituted Indolines

pp 993–996
Publication Date (Web): December 24, 2002 (Article)
DOI: 10.1021/jo026582f

3-Bromopropenyl Esters in Organic Synthesis:  Indium- and Zinc-Mediated Entries to Alk-1-ene-3,4-diols

pp 997–1006
Publication Date (Web): January 09, 2003 (Article)
DOI: 10.1021/jo0262457

Intramolecular Hydrogen Abstraction Reaction Promoted by N-Radicals in Carbohydrates. Synthesis of Chiral 7-Oxa-2-azabicyclo[2.2.1]heptane and 8-Oxa-6-azabicyclo[3.2.1]octane Ring Systems

pp 1012–1017
Publication Date (Web): January 14, 2003 (Article)
DOI: 10.1021/jo026314h

Preparation and Chemistry of Phosphoranyl-Derived Iodanes

pp 1018–1023
Publication Date (Web): January 04, 2003 (Article)
DOI: 10.1021/jo026604y

Electroreductive Intramolecular Cyclization of a Bromo Propargyloxy Ester Catalyzed by Nickel(I) Tetramethylcyclam Electrogenerated at Carbon Cathodes in Dimethylformamide

pp 1024–1029
Publication Date (Web): January 09, 2003 (Article)
DOI: 10.1021/jo026102k

Formal Synthesis of (±)-Guanacastepene A

pp 1030–1042
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo026702j

Design and Synthesis of Novel Fluoropeptidomimetics as Potential Mimics of the Transition State during Peptide Hydrolysis

pp 1043–1049
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo026310c

Ion Channels from Linear and Branched Bola-Amphiphiles

pp 1050–1058
Publication Date (Web): January 14, 2003 (Article)
DOI: 10.1021/jo026415f

Construction of Monomeric and Polymeric Porphyrin Compartments by a Pd(II)−Pyridine Interaction and Their Chiral Twisting by a BINAP Ligand

pp 1059–1066
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo020575+

Phenonium Ions from the Addition of Phenyl Cations to Alkenes. Photochemical Synthesis of (Rearranged) Aminoalkylanilines from Haloanilines in the Presence of Alkenes and Amines

pp 1067–1074
Publication Date (Web): January 03, 2003 (Article)
DOI: 10.1021/jo026516d

Investigation of Bicyclic Thioketones as Triggers for Liquid Crystal Optical Switches

pp 1075–1080
Publication Date (Web): January 04, 2003 (Article)
DOI: 10.1021/jo0264675

(2,5)-Ene Cyclization Catalyzed by Mesoporous Solid Acids:  Isotope Labeling Study and ab Initio Calculation for Continuum from Concerted to Stepwise Ene Mechanism

pp 1081–1088
Publication Date (Web): January 14, 2003 (Article)
DOI: 10.1021/jo020634j

Contracted and Expanded meso-Alkynyl Porphyrinoids:  from Triphyrin to Hexaphyrin

pp 1089–1096
Publication Date (Web): December 31, 2002 (Article)
DOI: 10.1021/jo026748c

A Novel Type of Hydrogen-Bonded Assemblies Based on the Melamine·Cyanuric Acid Motif

pp 1097–1106
Publication Date (Web): January 08, 2003 (Article)
DOI: 10.1021/jo020610c

Enantioselective [6π]-Photocyclization Reaction of an Acrylanilide Mediated by a Chiral Host. Interplay between Enantioselective Ring Closure and Enantioselective Protonation

pp 1107–1116
Publication Date (Web): January 04, 2003 (Article)
DOI: 10.1021/jo026602d

Carbocation-Forming Reactions in Dimethyl Sulfoxide

pp 1117–1127
Publication Date (Web): January 15, 2003 (Article)
DOI: 10.1021/jo026468x

Notes

Short Synthesis of tert-Butyl-Hydroxylated 3,5-Di-tert-butyl-4-hydroxybenzaldehyde:  Synthesis of tert-Butyl-Hydroxylated S-2474

pp 1128–1131
Publication Date (Web): January 01, 2003 (Note)
DOI: 10.1021/jo020587v

Sequential Elimination−Cyclopropanation Reactions Promoted by Samarium:  Highly Diastereoselective Synthesis of Cyclopropylamides

pp 1132–1133
Publication Date (Web): January 10, 2003 (Note)
DOI: 10.1021/jo0262098

Highly Efficient Recognition of Native TpT by Artificial Ditopic Hydrogen-Bonding Receptors Possessing a Conformationally Well-Defined Linkage

pp 1134–1137
Publication Date (Web): January 03, 2003 (Note)
DOI: 10.1021/jo0264473

Bis(o-nitrophenyl)ethanediol:  A Practical Photolabile Protecting Group for Ketones and Aldehydes

pp 1138–1141
Publication Date (Web): December 24, 2002 (Note)
DOI: 10.1021/jo026347x

Cobalt-Catalyzed Direct Electrochemical Cross-Coupling between Aryl or Heteroaryl Halides and Allylic Acetates or Carbonates

pp 1142–1145
Publication Date (Web): December 20, 2002 (Note)
DOI: 10.1021/jo026421b

A Mild Deprotection Strategy for Allyl-Protecting Groups and Its Implications in Sequence Specific Dendrimer Synthesis

pp 1146–1149
Publication Date (Web): December 21, 2002 (Note)
DOI: 10.1021/jo026469p

A Practical Synthesis of the F-Ring of Halichondrin B via Ozonolytic Desymmetrization of a C2-Symmetric Dihydroxycyclohexene

pp 1150–1153
Publication Date (Web): December 31, 2002 (Note)
DOI: 10.1021/jo026302w

Efficient Synthesis of Novel 1α-Amino and 3β-Amino Analogues of 1α,25-Dihydroxyvitamin D3

pp 1154–1157
Publication Date (Web): December 20, 2002 (Note)
DOI: 10.1021/jo026474t

Direct Conversion of Aldehydes to Amides, Tetrazoles, and Triazines in Aqueous Media by One-Pot Tandem Reactions

pp 1158–1160
Publication Date (Web): December 20, 2002 (Note)
DOI: 10.1021/jo026407z

Use of Trichloroacetimidate Linker in Solid-Phase Peptide Synthesis

pp 1161–1162
Publication Date (Web): December 20, 2002 (Note)
DOI: 10.1021/jo026405e

Palladium-Catalyzed Amination of Aryl Bromides with Hindered N-Alkyl-Substituted Anilines Using a Palladium(I) Tri-tert-butylphosphine Bromide Dimer

pp 1163–1164
Publication Date (Web): January 07, 2003 (Note)
DOI: 10.1021/jo020609d

A Highly Convenient, Efficient, and Selective Process for Preparation of Esters and Amides from Carboxylic Acids Using Fe3+-K-10 Montmorillonite Clay1

pp 1165–1167
Publication Date (Web): January 07, 2003 (Note)
DOI: 10.1021/jo0204202

Silaaromaticity in Polycyclic Systems: A Computational Study

pp 1168–1171
Publication Date (Web): January 03, 2003 (Note)
DOI: 10.1021/jo0263972

An Expeditious and Efficient Procedure for the Synthesis of Unsaturated Acyclonucleosides of Z Configuration Related to D4T

pp 1172–1175
Publication Date (Web): December 28, 2002 (Note)
DOI: 10.1021/jo010948r

Additions and Corrections

p 1176
Publication Date (Web): January 10, 2003 (Addition/Correction)
DOI: 10.1021/jo027970k
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