New observations in organozinc chemistry: Control of relative stereochemistry in reactions of silicon substituted alkenylzinc reagents

Viseux, E M E, Parsons, P J and Pavey, J B J (2003) New observations in organozinc chemistry: Control of relative stereochemistry in reactions of silicon substituted alkenylzinc reagents. SYNLETT, 2003 (6). pp. 861-863. ISSN 0936-5214

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Abstract

Reagents have been synthesised that behave as both Lewis acids and nucleophiles. Reaction of these reagents with electrophiles has led to the finding that diastereoselectivity is observed upon addition to aldehydes. An ordered transition state to account for the observed stereochemistry is proposed herein

Item Type: Article
Additional Information: EMEV did all the synthetic work and co wrote the paper. This paper features the use of binucleophilic reagents to access homoallylic alcohols with apparent silicon shift and good to excellent diastereocontrol. This methodology is of particular interest to assemble complex molecules in a rapid and efficient manner.
Schools and Departments: School of Life Sciences > Chemistry
Depositing User: Eddy Viseux
Date Deposited: 06 Feb 2012 18:10
Last Modified: 16 Mar 2012 10:06
URI: http://sro.sussex.ac.uk/id/eprint/15069
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