Overview

Aimed at organic chemists and graduate students, this text attempts to demonstrate the strategies for controlling stereochemistry in carbon-carbon bond formations with borane intermediates. The boranes were initially found to be useful reagents by Nobel Laureate H.C. Brown. Their precursors are commercially available and derivatization is fast, clean and simple.

Full Product Details

Author:   Donald S. Matteson
Publisher:   Springer-Verlag Berlin and Heidelberg GmbH & Co. KG
Imprint:   Springer-Verlag Berlin and Heidelberg GmbH & Co. K
Volume:   32
Weight:   0.760kg
ISBN:  

9783540591825

ISBN 10:   3540591826
Pages:   405
Publication Date:   14 August 1995
Audience:   College/higher education ,  Professional and scholarly ,  Postgraduate, Research & Scholarly ,  Professional & Vocational
Format:   Hardback
Publisher's Status:   Active
Availability:   Out of stock  
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Table of Contents

1 Introduction to Borane Chemistry.- 1.1 Beginnings.- 1.2 Structure and Bonding in Organoboranes.- 1.3 General Chemical Properties of Organoboranes.- 1.4 Safety Considerations.- 1.5 References.- 2 Sources of Compounds Containing Boron—Carbon Bonds.- 2.1 Industrial Sources of Boron Compounds.- 2.2 The Organometallic Route.- 2.3 Hydroboration.- 2.4 Haloborations.- 2.5 Other Routes to Carbon—Boron Bonds.- 2.6 References.- 3 General Reactions of Organoboranes.- 3.1 Introduction.- 3.2 Oxidative Replacement of Boron.- 3.3 Boron Substituted Carbanions.- 3.4 Replacement of Boron by Carbon.- 3.5 Reactions at Sites Other than the B-C Bond.- 3.6 References.- 4 Alkenylboranes and Control of Olefinic Geometry.- 4.1 Introduction.- 4.2 ?-Elimination Routes to Unsaturated Compounds.- 4.3 The Suzuki Coupling Reaction.- 4.4 Other Stereoselective Routes to Alkenes.- 4.5 References.- 5 Asymmetric Synthesis via (a-Haloalkyl)boronic Esters.- 5.1 Introduction.- 5.2 Synthetic Methodology: Pinanediol Esters.- 5.3 Synthetic Methodology: Chiral Directors Having C2 Symmetry.- 5.4 Synthetic Applications.- 5.5 References.- 6 Asymmetric Hydroboration Chemistry.- 6.1 Introduction.- 6.2 Asymmetric Hydroboration.- 6.3 Transformations of Asymmetric Organoboranes.- 6.4 Substrate Directed Hydroboration.- 6.5 Catalytic Asymmetric Hydroboration.- 6.6 References.- 7 Allylboron and Boron Enolate Chemistry.- 7.1 Introduction.- 7.2 Allylic Boronic Esters.- 7.3 Allyldialkylboranes.- 7.4 Boron Enolates.- 7.5 References.- 8 Diels-Alder Reactions.- 8.1 Introduction.- 8.2 Alkenylboranes.- 8.3 Butadienylboranes.- 8.4 Catalyzed Diels-Alder Reactions.- 8.5 References.- 9 Asymmetric Reductions and Miscellaneous Reactions.- 9.1 Introduction.- 9.2 Reductions with Alkylboranes.- 9.3 Reductions with Asymmetric B-HCompounds.- 9.4 Other Borane Catalyzed Reactions.- 9.5 Asymmetric Hydrozirconation.- 9.6 References.- Author Index.

Reviews

...this is the type of book that could only be written by a scholar who has devoted many years to organoboron chemistry. Matteson has done it, and done it well. - Synthesis

""...this is the type of book that could only be written by a scholar who has devoted many years to organoboron chemistry. Matteson has done it, and done it well."" - Synthesis

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