ENANTIOSELECTIVE ALDOL REACTION WITH A BROMOFLUOROKETENE SILYL ACETALCATALYZED BY A CHIRAL LEWIS-ACID

Authors
ISEKI K KUROKI Y KOBAYASHI Y
Citation
K. Iseki et al., ENANTIOSELECTIVE ALDOL REACTION WITH A BROMOFLUOROKETENE SILYL ACETALCATALYZED BY A CHIRAL LEWIS-ACID, Tetrahedron letters, 38(41), 1997, pp. 7209-7210
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
41
Year of publication
1997
Pages
7209 - 7210
Database
ISI
SICI code
0040-4039(1997)38:41<7209:EARWAB>2.0.ZU;2-1
Abstract
Bromofluoroketene silyl acetal 1 was prepared in pure form. Aldol reac tions of 1 with achiral aldehydes catalyzed by chiral Lewis acid 2 pro ceeded with high enantioselectivity to give optically active syn- and anti-alpha-bromo-alpha-fluoro-beta-hydroxy esters 3a-h, respectively ( up to 99% ee). (C) 1997 Elsevier Science Ltd.