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Centre for Sustainable Chemical Processes, Department of Chemistry, Durham University, South Road, Durham, UK
E-mail: andy.whiting@durham.ac.uk
; Fax: +44 (0) 191 384 4737
; Tel: +44 (0) 191 334 2081
Org. Biomol. Chem., 2012,10, 5485-5497
DOI:
10.1039/C2OB25908G
Received
08 Mar 2012,
Accepted
01 Jun 2012
First published online
13 Jun 2012
The area of boron conjugate addition via diboration (β-boration) has grown rapidly since the first examples appeared in the late 1990s. This article aims to give a comprehensive review of the current advances in β-boration (of electron deficient alkenes), providing a commentary upon the development of the asymmetric version. To date, many mechanistic models have been put forward to explain the experimental observations and this review surveys some of these key ideas. Recently, the development of organocatalytic methodologies that facilitate β-boration have also been demonstrated and current ideas regarding the mechanisms of such processes are examined.
A review, with 73 references, covering the current advances in metal and non-metal catalysed asymmetric β-boration of electron deficient olefins (α,β-unsaturated amides, esters, imines, ketones and nitriles).
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Organic & Biomolecular Chemistry
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