ASYMMETRIC CONJUGATE ADDITION OF DIETHYL ZINC TO ENONES WITH TARTRATECHIRAL PHOSPHITE LIGANDS

Authors
ALEXAKIS A VASTRA J BURTON J MANGENEY P
Citation
A. Alexakis et al., ASYMMETRIC CONJUGATE ADDITION OF DIETHYL ZINC TO ENONES WITH TARTRATECHIRAL PHOSPHITE LIGANDS, Tetrahedron : asymmetry, 8(19), 1997, pp. 3193-3196
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
19
Year of publication
1997
Pages
3193 - 3196
Database
ISI
SICI code
0957-4166(1997)8:19<3193:ACAODZ>2.0.ZU;2-5
Abstract
The asymmetric conjugate addition of diethyl zinc to cyclohexen-2-one occurs with 0.5% copper (II) triflate and 1% chiral phosphite. Cyclic phosphites derived from various tartrates gave a moderate enantiomeric excess. The nature of the exocyclic substituent of the dioxaphosphola ne ring is important, but the chiral induction is imposed by the tartr ate framework. (C) 1997 Published by Elsevier Science Ltd.