CATALYTIC, ENANTIOSELECTIVE ACETATE ALDOL ADDITIONS TO ALPHA,BETA-YNALS - PREPARATION OF OPTICALLY-ACTIVE PROPARGYLIC ALCOHOLS

Authors
SINGER RA SHEPARD MS CARREIRA EM
Citation
Ra. Singer et al., CATALYTIC, ENANTIOSELECTIVE ACETATE ALDOL ADDITIONS TO ALPHA,BETA-YNALS - PREPARATION OF OPTICALLY-ACTIVE PROPARGYLIC ALCOHOLS, Tetrahedron, 54(25), 1998, pp. 7025-7032
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
25
Year of publication
1998
Pages
7025 - 7032
Database
ISI
SICI code
0040-4020(1998)54:25<7025:CEAAAT>2.0.ZU;2-H
Abstract
A catalytic, enantioselective acetate-aldol addition reaction of silyI ketene acetals with alpha,beta-ynals and 3 mol % of a chiral Ti(IV) c omplex is described. This process provides access to optically active beta-hydroxy-gamma-alkynyl eaters in 84-96% yields and 94-97% ee's. (C ) 1998 Elsevier Science Ltd. All rights reserved.