CONFORMATIONAL TOOLBOX OF OXAZABOROLIDINE CATALYSTS IN THE ENANTIOSELECTIVE REDUCTION OF ALPHA-BROMO-KETONE FOR THE SYNTHESIS OF (R,R)-FORMOTEROL

Authors
HETT R SENANAYAKE CH WALD SA
Citation
R. Hett et al., CONFORMATIONAL TOOLBOX OF OXAZABOROLIDINE CATALYSTS IN THE ENANTIOSELECTIVE REDUCTION OF ALPHA-BROMO-KETONE FOR THE SYNTHESIS OF (R,R)-FORMOTEROL, Tetrahedron letters, 39(13), 1998, pp. 1705-1708
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
13
Year of publication
1998
Pages
1705 - 1708
Database
ISI
SICI code
0040-4039(1998)39:13<1705:CTOOCI>2.0.ZU;2-Y
Abstract
Several conformationally constrained oxazaborolidine catalysts have be en evaluated in the reduction of ketone 1. Readily accessible (1R, 2S) 1-amino-2-tetralol (B-H) derived oxazaborolidine catalyst (6b) proves to be the most effective and practical catalyst in the reduction of br omo-ketone 1 (96% ee). (C) 1998 Elsevier Science Ltd. All rights reser ved.