Enantioselective copper-catalyzed S(N)2 ' substitution with Grignard reagents

Authors
Alexakis, A Malan, C Lea, L Benhaim, C Fournioux, X
Citation
A. Alexakis et al., Enantioselective copper-catalyzed S(N)2 ' substitution with Grignard reagents, SYNLETT, 2001, pp. 927-930
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Year of publication
2001
Pages
927 - 930
Database
ISI
SICI code
0936-5214(2001):<927:ECS'SW>2.0.ZU;2-8
Abstract
Cinnamyl chlorides undergo selective S(N)2'allylic substitution by Grignard reagents using catalytic amount (1 mol%) of CuCN and 1-2 mol% trivalent ph osphorus ligand, in dichloromethane. With chiral phosphorus ligands derived from TADDOL ee's up to 73% could be obtained.