ASYMMETRIC CONJUGATE ADDITION OF DIETHYL ZINC TO ENONES WITH CHIRAL PHOSPHORUS LIGANDS DERIVED FROM TADDOL

Authors
ALEXAKIS A VASTRA J BURTON J BENHAIM C MANGENEY P
Citation
A. Alexakis et al., ASYMMETRIC CONJUGATE ADDITION OF DIETHYL ZINC TO ENONES WITH CHIRAL PHOSPHORUS LIGANDS DERIVED FROM TADDOL, Tetrahedron letters, 39(43), 1998, pp. 7869-7872
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
43
Year of publication
1998
Pages
7869 - 7872
Database
ISI
SICI code
0040-4039(1998)39:43<7869:ACAODZ>2.0.ZU;2-5
Abstract
The asymmetric conjugate addition of diethyl zinc to cyclohexen-2-one, chalcone and benzalacetone was studied with 0.5% copper (II) triflate and 1% chiral phosphorus ligands derived from TADDOL. Among the sever al ligand tested, the cyclic phosphite obtained with 1S,2R phenylcyclo hexanol gave up to 96% ee of conjugate adduct to cyclohexenone. (C) 19 98 Published by Elsevier Science Ltd. All rights reserved.