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

journal contribution
posted on 2023-06-07, 19:07 authored by Eddy Viseux, P J Parsons, J B J Pavey
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

History

Publication status

  • Published

Journal

SYNLETT

ISSN

0936-5214

External DOI

Issue

6

Volume

2003

Page range

861-863

Pages

3.0

Department affiliated with

  • Chemistry Publications

Notes

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.

Full text available

  • No

Peer reviewed?

  • Yes

Legacy Posted Date

2012-02-06

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