ISOLATION OF ALPHA,ALPHA-DIFLUOROKETENE SILYL ACETAL AND ITS APPLICATION TO ASYMMETRIC ALDOL REACTIONS

Citation
K. Iseki et al., ISOLATION OF ALPHA,ALPHA-DIFLUOROKETENE SILYL ACETAL AND ITS APPLICATION TO ASYMMETRIC ALDOL REACTIONS, Tetrahedron letters, 38(8), 1997, pp. 1447-1448
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
8
Year of publication
1997
Pages
1447 - 1448
Database
ISI
SICI code
0040-4039(1997)38:8<1447:IOASAA>2.0.ZU;2-3
Abstract
Salt-free alpha,alpha-difluoroketene silyl acetal 1 was prepared in pu re form. Aldol reactions of 1 with aldehydes catalyzed by catalytic am ounts of chiral Lewis acids 2 and 3 proceeded with excellent enantiome ric excess to give optically active alpha,alpha-difluoro-beta-hydroxy esters 4-11 (up to 98% ee). (C) 1997 Elsevier Science Ltd.