Organoboranes for Syntheses

This book examines the recent advances in the art of organic synthesis via organoboranes. The volume includes a wide range of topics in asymmetric synthesis, such as reduction, aldol reaction, allyboration, homologation, and cyclopropanation. Additional subjects include Suzuki coupling, amino acid synthesis, fluoro-organic synthesis, boron catalysts for stereoselective transformations, heterocyclic synthesis and novel borohydride reagents.

Preface

ix

Recent Advances in Borane Chemistry

1

(17)

P. Veeraraghavan Ramachandran

Herbert C. Brown

Stoichiometric Methods

Lithium Aminoborohydrides: Reagents with Multiple Personalities

18

(15)

Christian T. Goralski

Bakthan Singaram

Christopher J. Collins

Jennifer R. Cuzens

Marc Lanz

New Stereoselective Transformations Involving Organoboranes and Organozinc Compounds: Applications of the Boron-Zinc Chain Reaction and the Diastereoselective Migration of Organoboranes

33

(19)

Paul Knochel

Andreas Boudier

Lars O. Bromm

Eike Hupe

Kolja Knapp

Jesus A. Varela

Hamid Laaziri

Frederic Lhermitte

Synthesis and Cyclizations of Conjugated Systems Derived from Organoboranes

52

(13)

Kung K. Wang

New Organic Synthetic Methods Using the NaBH4/I2 System

65

(15)

Mariappan Periasamy

Catalytic Methods

Cross-Coupling Reaction of Organoboron Compounds with Organic Electrophiles

80

(14)

Akira Suzuki

Rhodium-Catalyzed Addition Reactions of Organoboronic Acids

94

(14)

Norio Miyaura

Arylboron Catalysts for Stereoselective Organic Transformations

108

(14)

Kazuaki Ishihara

Hisashi Yamamoto

Asymmetric Reduction of α-Functionalized Ketones with Organoboron-Based Chiral Reducing Agents

122

(14)

Byung Tae Cho

Yu Sung Chun

Enantioselective Cyclopropanation Using Dioxaborolane Ligands

136

(12)

Andre B. Charette

Carmela Molinaro

Organoboron Chemistry on Alumina: The Suzuki Reaction

148

(12)

G. W. Kabalka

R. M. Pagni

C. M. Hair

J. L. Norris

L. Wang

V. Namboodiri

Asymmetric Methods and Synthesis

Synthesis of Heterocyclic Compounds by Allylboration Reactions

160

(16)

Reinhard W. Hoffmann

Achim Hense

Ingo Munster

Jochen Kruger

David Bruckner

Vincent J. Gerusz

Novel Silyl-Mediated 10-TMS-9-BBD Organoborane Reagents for Asymmetric Synthesis

176

(19)

John A. Soderquist

Karl Matos

Carlos H. Burgos

Chungqiu Lai

Jaime Vaquer

Jesus R. Medina

Songping D. Huang

Asymmetric Aldol Reactions Using Boron Enolates: Applications to Polyketide Synthesis

195

(12)

Ian Paterson

Victoria A. Doughty

Gordon Florence

Kai Gerlach

Malcolm D. McLeod

Jeremy P. Scott

Thomas Trieselmann

Recent Progress in Asymmetric Synthesis with Boronic Esters

207

(13)

Donald S. Matteson

Syntheses of Chiral Lactones via Asymmetric Allylboration

220

(15)

M. Venkat Ram Reddy

Herbert C. Brown

P. Veeraraghavan Ramachandran

Author Index

235

(1)

Subject Index

236

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Organoboranes for Syntheses

Summary

Table of Contents

Supplemental Materials

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Organoboranes for Syntheses

Summary

Table of Contents

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