Table of Contents

February 21, 2003
Volume 68, Issue 4
Pages 1177-1640

About the Cover: An artist\"s rendition of the labyrinth-like nature of the "heterogeneous" catalyst nickel-on-charcoal (Ni/C). The vast majority of active nickel(0) particles are located within the infinite depths of the cavernous charcoal matrix, where they move about in solution and catalyze a variety of C-C, C-N, and C-H bond-forming processes. See Lipshutz and co-workers, pp 1177 and 1190. View the article.

For Selected Content:

Articles

On the Nature of the ‘Heterogeneous' Catalyst:  Nickel-on-Charcoal

pp 1177–1189
Publication Date (Web): August 17, 2002 (Article)
DOI: 10.1021/jo020296m

Nickel-on-Charcoal-Catalyzed Aromatic Aminations and Kumada Couplings:  Mechanistic and Synthetic Aspects

pp 1190–1199
Publication Date (Web): August 16, 2002 (Article)
DOI: 10.1021/jo020297e

Stereoselective Alkylation of Chiral 2-Imidoylphenols with Organolithium Reagents:  Synthesis of Enantiopure 2-Aminoalkylphenols

pp 1200–1206
Publication Date (Web): January 25, 2003 (Article)
DOI: 10.1021/jo020423e

Synthetic Applications of Lithiated N-Boc Allylic Amines as Asymmetric Homoenolate Equivalents

pp 1207–1215
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo0260084

First Total Synthesis of (±)-Linderol A, a Tricyclic Hexahydrodibenzofuran Constituent of Lindera umbellata Bark, with Potent Inhibitory Activity on Melanin Biosynthesis of Cultured B-16 Melanoma Cells

pp 1216–1224
Publication Date (Web): January 07, 2003 (Article)
DOI: 10.1021/jo020619e

Magnetic Interaction of Pyridyl-Substituted Thioaminyl Stable Free Radicals1

pp 1225–1234
Publication Date (Web): January 22, 2003 (Article)
DOI: 10.1021/jo0205659

Synthesis of Purine- and Pyrimidine-Substituted Heptadienes. The Stereochemistry of Cyclization and Cyclopolymerization Products

pp 1235–1241
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026379k

Synthesis of C-17-Functionalized Spongiane Diterpenes:  Diastereoselective Synthesis of (−)-Spongian-16-oxo-17-al, (−)-Acetyldendrillol-1, and (−)-Aplyroseol-14

pp 1242–1251
Publication Date (Web): January 10, 2003 (Article)
DOI: 10.1021/jo026536f

One-Pot Synthetic Routes to Multiply Substituted Indene Derivatives by Hydrolysis of Zirconocene-Mediated Intermolecular Coupling Reactions of Aromatic Ketones and Alkynes

pp 1252–1257
Publication Date (Web): January 14, 2003 (Article)
DOI: 10.1021/jo025828d

Modular Approach to Novel Chiral Aryl-Ferrocenyl Phosphines by Suzuki Cross-Coupling

pp 1258–1265
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo026250a

Pentamethylated and Pentaphenylated Azaferro- and Azaruthenocenes:  Simple and General Methodology for the Preparation of Enantiopure Derivatives

pp 1266–1274
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo026333r

Novel Synthesis of Protected Thiol End-Capped Stilbenes and Oligo(phenylenevinylene)s (OPVs)

pp 1275–1282
Publication Date (Web): January 09, 2003 (Article)
DOI: 10.1021/jo0263770

Photochemical [2 + 2] Cycloaddition of Acetylene to Chiral 2(5H)-Furanones

pp 1283–1289
Publication Date (Web): January 11, 2003 (Article)
DOI: 10.1021/jo0264731

Influence of the Correlation, Aggregation, and Solvation on ab initio Computed Li−C, Li−N, and Li−Li NMR Coupling Constants

pp 1290–1294
Publication Date (Web): January 18, 2003 (Article)
DOI: 10.1021/jo026138c

A Variable Concept for the Preparation of Branched Glycosyl Phosphatidyl Inositol Anchors

pp 1295–1308
Publication Date (Web): January 25, 2003 (Article)
DOI: 10.1021/jo026380j

Allylic-Type Diindium Reagents. Reactivity toward Electrophiles and Cascade Coupling Reactions with Imines

pp 1309–1313
Publication Date (Web): January 21, 2003 (Article)
DOI: 10.1021/jo026609v

Fairly Marked Enantioselectivity for the Hydrolysis of Amino Acid Esters by Chemically Modified Enzymes1

pp 1314–1318
Publication Date (Web): January 18, 2003 (Article)
DOI: 10.1021/jo0265075

Cyclization of Aryllithiums Tethered to Methylenecycloalkanes:  Stereoselective Synthesis of 4a-Substituted cis-Hexahydrofluorenes

pp 1334–1338
Publication Date (Web): January 16, 2003 (Article)
DOI: 10.1021/jo020593r

Synthesis of Unsymmetrically Substituted 1,3-Butadiynes and 1,3,5-Hexatriynes via Alkylidene Carbenoid Rearrangements

pp 1339–1347
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026481h

Stereoselective Synthesis of Conformationally Constrained Glycosylated Amino Acids Using an Enzyme-Catalyzed Desymmetrization

pp 1348–1357
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo020532t

Copper(II)-Mediated Autoxidation of tert-Butylresorcinols

pp 1358–1366
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo020582y

Synthesis of Novel Hapten Derivatives of 1α,25-Dihydroxy-vitamin D3 and Its 20-Epi Analogue1

pp 1367–1375
Publication Date (Web): January 28, 2003 (Article)
DOI: 10.1021/jo026061s

Efficient Construction of the Bicyclo[5.3.0]decenone Skeleton Based on the Rh(I)-Catalyzed Allenic Pauson−Khand Reaction

pp 1376–1385
Publication Date (Web): January 25, 2003 (Article)
DOI: 10.1021/jo020649h

A Study into the Possible Homoaromatic Nature of Some Related Carbene and Cationic Intermediates with the Potential for Transannular Interaction

pp 1386–1393
Publication Date (Web): January 31, 2003 (Article)
DOI: 10.1021/jo020577u

Michael Addition of Chloroalkyloxazolines to Electron-Poor Alkenes:  Synthesis of Heterosubstituted Cyclopropanes

pp 1394–1400
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026661r

Enantioselective Synthesis of Spirocyclic Aminochroman Derivatives According to the CN(R,S) Strategy

pp 1401–1408
Publication Date (Web): January 25, 2003 (Article)
DOI: 10.1021/jo026228h

Functionalized Cis- and Trans-Fused Bicyclic α-Amino Acids via Stereoselective Double Annulation and Dequaternization Reactions

pp 1409–1417
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026643+

Concise and Stereocontrolled Synthesis of Pseudo-C2-symmetric Diamino Alcohols and Triamines for Use in HIV Protease Inhibitors

pp 1418–1425
Publication Date (Web): January 22, 2003 (Article)
DOI: 10.1021/jo026616j

Asymmetric Synthesis of Unusual Fused Tricyclic β-Lactam Structures via Aza-Cycloadditions/Ring Closing Metathesis

pp 1426–1432
Publication Date (Web): January 18, 2003 (Article)
DOI: 10.1021/jo026112l

Highly Diastereoselective Oxidation of 2-Amino-2-deoxy-1-thio-β-d-glucopyranosides:  Synthesis of Imino Sulfinylglycosides

pp 1433–1442
Publication Date (Web): January 25, 2003 (Article)
DOI: 10.1021/jo026519q

Efficient Conversion of Sulfones into β-Keto Sulfones by N-Acylbenzotriazoles

pp 1443–1446
Publication Date (Web): January 29, 2003 (Article)
DOI: 10.1021/jo026636l

Regioselective Photocycloaddition of Pyridine Derivatives to Electron-Rich Alkenes

pp 1447–1450
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo0266285

C(10)-Substituted Camphors and Fenchones by Electrophilic Treatment of 2-Methylenenorbornan-1-ols:  Enantiospecificity, Scope, and Limitations

pp 1451–1458
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo026566i

New Mixed Phosphonate Esters by Transesterification of Pinacol Phosphonates and Their Use in Aldehyde and Ketone Coupling Reactions with Nonstabilized Phosphonates

pp 1459–1463
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo026834c

Spin Densities in Dialkoxy-[16]annulene Anion Radicals:  Dimerization of Alkoxy-[8]annulenes

pp 1464–1469
Publication Date (Web): January 22, 2003 (Article)
DOI: 10.1021/jo026806u

2-Quinolyl- and 1-Isoquinolylnitrenes:  Ring Expansion and Ring Opening in Heteroarylnitrenes

pp 1470–1474
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026439m

Are Neutral Oxocarbons Stable?

pp 1475–1479
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026243m

Directed Ring-Opening of 1,5-Dioxaspiro[3.2]hexanes:  Selective Formation of 2,2-Disubstituted Oxetanes

pp 1480–1488
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo0206465

Rational Design, Synthesis, and Pharmacological Evaluation of 2-Azanorbornane-3-exo,5-endo-dicarboxylic Acid:  A Novel Conformationally Restricted Glutamic Acid Analogue

pp 1489–1495
Publication Date (Web): January 16, 2003 (Article)
DOI: 10.1021/jo026509p

Computational Study of the Aminolysis of Esters. The Reaction of Methylformate with Ammonia

pp 1496–1502
Publication Date (Web): January 17, 2003 (Article)
DOI: 10.1021/jo0263723

Facile One-Pot Coupling−Aminovinylation Approach to Push−Pull Chromophores:  Alkyne Activation by Sonogashira Coupling

pp 1503–1511
Publication Date (Web): January 24, 2003 (Article)
DOI: 10.1021/jo026470o

Rigid-Core Fluorescent Oligothiophene-S,S-dioxide Isothiocyanates. Synthesis, Optical Characterization, and Conjugation to Monoclonal Antibodies

pp 1512–1520
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026298o

Total Synthesis of (S)-(+)-Citreofuran by Ring Closing Alkyne Metathesis

pp 1521–1528
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo026686q

A Repertoire of Pyridinium−Phenyl−Methyl Cross-Talk through a Cascade of Intramolecular Electrostatic Interactions

pp 1529–1538
Publication Date (Web): January 28, 2003 (Article)
DOI: 10.1021/jo026572e

Computational Studies on Pseudorotaxanes by Molecular Dynamics and Free Energy Perturbation Simulations

pp 1539–1547
Publication Date (Web): January 23, 2003 (Article)
DOI: 10.1021/jo0265636

Notes

Cyanomethyl Anion/Carbon Dioxide System:  An Electrogenerated Carboxylating Reagent. Synthesis of Carbamates under Mild and Safe Conditions

pp 1548–1551
Publication Date (Web): January 21, 2003 (Note)
DOI: 10.1021/jo0266036

Application of Peptidyl Radicals into a New Radical Cascade Leading to Unsaturated γ-Lactams

pp 1552–1554
Publication Date (Web): January 28, 2003 (Note)
DOI: 10.1021/jo020602w

Deoxygenation of Dithiirane 1-Oxides with Lawesson's Reagent Leading to the Corresponding Dithiiranes

pp 1555–1558
Publication Date (Web): January 03, 2003 (Note)
DOI: 10.1021/jo026367z

Chemical Fixation of Carbon Dioxide Catalyzed by Binaphthyldiamino Zn, Cu, and Co Salen-Type Complexes

pp 1559–1562
Publication Date (Web): January 08, 2003 (Note)
DOI: 10.1021/jo020191j

Use of a Boroxazolidone Complex of 3-Iodo-l-tyrosine for Palladium-Catalyzed Cross-Coupling

pp 1563–1566
Publication Date (Web): January 17, 2003 (Note)
DOI: 10.1021/jo0207022

Unusual Reaction of Chloramine-T with Araldoximes

pp 1567–1570
Publication Date (Web): January 09, 2003 (Note)
DOI: 10.1021/jo020473j

Pd(OH)2/C (Pearlman's Catalyst):  A Highly Active Catalyst for Fukuyama, Sonogashira, and Suzuki Coupling Reactions

pp 1571–1574
Publication Date (Web): January 11, 2003 (Note)
DOI: 10.1021/jo0265277

Efficient Synthesis of Enantiomerically Pure β2-Amino Acids via Chiral Isoxazolidinones

pp 1575–1578
Publication Date (Web): January 11, 2003 (Note)
DOI: 10.1021/jo026738b

3,4-Homoadamantadiene:  Generation and Regioselective [2+2] Cycloaddition of a Novel Tricyclic Bridgehead Allene

pp 1579–1581
Publication Date (Web): January 11, 2003 (Note)
DOI: 10.1021/jo026046n

Highly Enantioselective Copper-Catalyzed Conjugate Addition of Diethylzinc to Enones Using Chiral Spiro Phosphoramidites as Ligands

pp 1582–1584
Publication Date (Web): January 11, 2003 (Note)
DOI: 10.1021/jo026611m

Transformation of α,β-Epoxyesters into 2,3-Dideuterioesters Promoted by Samarium Diiodide

pp 1585–1588
Publication Date (Web): January 22, 2003 (Note)
DOI: 10.1021/jo026043a

A Convenient, One-Step Synthesis of Optically Active Tertiary Aminonaphthol and Its Applications in the Highly Enantioselective Alkenylations of Aldehydes

pp 1589–1590
Publication Date (Web): January 23, 2003 (Note)
DOI: 10.1021/jo026551k

Ruthenium-Catalyzed Carbonylative Cycloaddition of α-Keto Lactones with Alkenes or Alkynes:  The Participation of an Ester-Carbonyl Group in Cycloaddition Reactions as the Two-Atom Assembling Unit

pp 1591–1593
Publication Date (Web): January 17, 2003 (Note)
DOI: 10.1021/jo0267495

Diminished Reactivity of Ortho-Substituted Phenacyl Bromides toward Nucleophilic Displacement

pp 1594–1596
Publication Date (Web): January 23, 2003 (Note)
DOI: 10.1021/jo011042o

Dimethylmalonyltrialkylphosphoranes:  New General Reagents for Esterification Reactions Allowing Controlled Inversion or Retention of Configuration on Chiral Alcohols

pp 1597–1600
Publication Date (Web): January 22, 2003 (Note)
DOI: 10.1021/jo026639y

Iridium-Catalyzed Oppenauer Oxidations of Primary Alcohols Using Acetone or 2-Butanone as Oxidant

pp 1601–1602
Publication Date (Web): January 21, 2003 (Note)
DOI: 10.1021/jo0262560

Novel Stereoselective Synthesis of 7β-Methyl-Substituted 5-Androstene Derivatives

pp 1603–1606
Publication Date (Web): January 21, 2003 (Note)
DOI: 10.1021/jo020290x

Chelation-Accelerated Sequential Decarbonylation of Formate and Alkoxycarbonylation of Aryl Halides Using a Combined Ru and Pd Catalyst

pp 1607–1610
Publication Date (Web): January 18, 2003 (Note)
DOI: 10.1021/jo026591o

TFA-Sensitive Arylsulfonylthiourea-Assisted Synthesis of N,N‘-Substituted Guanidines

pp 1611–1614
Publication Date (Web): January 22, 2003 (Note)
DOI: 10.1021/jo026807m

Catalytic Carbonylation of Functionalized Diamines:  Application to the Core Structure of DMP 323 and DMP 450

pp 1615–1617
Publication Date (Web): January 24, 2003 (Note)
DOI: 10.1021/jo026816v

DFT Prediction of Ground-State Spin Multiplicity of Cyclobutane-1,3-diyls:  Notable Effects of Two Sets of Through-Bond Interactions

pp 1618–1621
Publication Date (Web): January 28, 2003 (Note)
DOI: 10.1021/jo026345c

Reexamination of CeCl3 and InCl3 as Activators in the Diastereoselective Mukaiyama Aldol Reaction in Aqueous Media

pp 1622–1625
Publication Date (Web): January 23, 2003 (Note)
DOI: 10.1021/jo026713c

Chlorosulfonyl Isocyanate Reactions with N-(Alkoxycarbonyl)-2-azabicyclo[2.2.0]hex- 5-enes. Regiospecific Two-Atom Insertion Pathways

pp 1626–1629
Publication Date (Web): January 24, 2003 (Note)
DOI: 10.1021/jo020655d

A Convenient and Scalable Synthesis of Ethyl N-[(2-Boc-amino)ethyl]glycinate and Its Hydrochloride. Key Intermediates for Peptide Nucleic Acid Synthesis

pp 1630–1632
Publication Date (Web): January 22, 2003 (Note)
DOI: 10.1021/jo026590w

A Novel Titanium-Catalyzed Cyclization of Olefinic Iodoethers to Tetrahydrofurans

pp 1633–1635
Publication Date (Web): January 25, 2003 (Note)
DOI: 10.1021/jo026290e

First Total Synthesis of Leucamide A

pp 1636–1639
Publication Date (Web): January 23, 2003 (Note)
DOI: 10.1021/jo026799+

Additions and Corrections

Ketene Reactions with the Aminoxyl Radical TEMPO:  Preparative, Kinetic, and Theoretical Studies

p 1640
Publication Date (Web): January 18, 2003 (Addition/Correction)
DOI: 10.1021/jo027969l

Nomofungin:  A New Microfilament Disrupting Agent.

p 1640
Publication Date (Web): January 21, 2003 (Addition/Correction)
DOI: 10.1021/jo027973x
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