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Recent advances in the activation of boron and silicon reagents for stereocontrolled allylation reactions.

Authors :
Kennedy JW
Hall DG
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2003 Oct 13; Vol. 42 (39), pp. 4732-9.
Publication Year :
2003

Abstract

Despite the popularity of boron and silicon allylation reagents in stereocontrolled synthesis, they suffer from a number of inherent limitations that have slowed down their development as synthetic tools for nucleophilic additions to carbonyl compounds and imine derivatives. These limitations are the low reactivity and diastereoselectivity of allyl trialkylsilane reagents, and the lack of catalytic systems for the activation and substoichiometric control of enantioselectivity in the additions of allyl boron reagents. To develop more efficient and general methods for the control of absolute stereochemistry in the resulting homoallylic alcohols, new approaches aimed at solving the problem of activation of allylic boron and silicon reagents are needed. This Minireview describes a number of recent approaches that have been devised to address this problem.

Details

Language :
English
ISSN :
1433-7851
Volume :
42
Issue :
39
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
14562340
Full Text :
https://doi.org/10.1002/anie.200301632