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Z400955 Aldrich

Organic Syntheses via Boranes Vol. 2, H.C. Brown

  •  ISBN-10 0-97084410-7

  •  ISBN-13 978-0-97084410-1

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Related Categories Aldrich Titles, Books and Software, Labware, Organic Chemistry Books
publication info   M. Zaidlewicz, H.C. Brown, Aldrich Chemical Co., 2001, 374 pp., hard cover

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General description

Provides an account of recent developments in organoborane chemistry. Topics include Hydroboration with Borane, and with Borane Derivatives, Organoborane Conversions to Functional Groups, and Carbon-Carbon Bond Formation via Organoboranes. Each survey chapter is followed by a chapter providing detailed experimental procedures.

Table of Contents

1 Hydroboration with Borane: Survey
1.1 General Comments
1.2 Borane Adducts for Hydroboration
1.3 Scope, Stoichiometry, and Mechanism
1.4 Directive Effects
1.5 Stereochemistry of Hydroboration
1.6 Hydroboration of Dienes, Trienes, and Acetylenes
1.7 Hydroboration of Functional Derivatives
2 Hydroboration with Borane: Procedures

3 Hydroboration with Borane Derivatives: Survey
3.1 Monosubstituted Boranes
3.2 Disubstituted Boranes
3.3 Catalytic Hydroboration
3.4 Asymmetric Hydroborating Agents
3.5 Catalytic Asymmetric Hydroboration
4 Hydroboration with Borane Derivatives: Procedures

5 Organoborane Conversions to Functional Groups: Survey
5.1 Thermal Isomerization and Displacement
5.2 Protonolysis
5.3 Oxidation
5.4 Amination
5.5 Halogenolysis
5.6 Transmetalation from Boron
6 Organoborane Conversions to Functional Groups: Procedures

7 Carbon-Carbon Bond Formation Via Organoboranes: Survey
7.1 Organoborate Rearrangements
7.2 Versatile Organoboranes
7.3 Allylboration, Allenylboration, and Propargylboration
7.4 General Asymmetric Synthesis Based on Asymmetric Hydroboration and Asymmetric Homologation
7.5 Asymmetric Allylboration, Allenylboration, and Propargylboration
7.6 Enolboration
7.7 The Diels-Alder Reaction
7.8 The Cross-Coupling Reaction
8 Carbon-Carbon Bond Formation Via Organoboranes: Procedures

9 Boron NMR as a Tool for Organic Chemistry
9.1 Hydroboration Reaction
9.2 Cleavage of Ether Using IpcBBr2
9.3 Asymmetric Reduction of Acetophenone with DIP-Chloride™
9.4 Unexpected Asymmetric Reduction Reactions.
9.5 Unexpected Reactions of alpha-Diketones.
9.6 11B NMR Spectrum of Equilibrium Mixtures.
9.7 Asymmetric Allylboration of Benzaldehyde with B-Allyldiisopinocampheylborane
Table 9.2 11B NMR Chemical Shifts
Scheme 9.1 11B NMR Shifts Relative to BF3:OEt2
Index

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