ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY A CHIRAL OXAZAPHOSPHOLIDINE BORANE COMPLEX

Authors
BUONO G BRUNEL JM FAURE B PARDIGON O
Citation
G. Buono et al., ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY A CHIRAL OXAZAPHOSPHOLIDINE BORANE COMPLEX, Phosphorus, sulfur and silicon and the related elements, 75(1-4), 1993, pp. 43-46
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
75
Issue
1-4
Year of publication
1993
Pages
43 - 46
Database
ISI
SICI code
1042-6507(1993)75:1-4<43:EBROKC>2.0.ZU;2-0
Abstract
The borane complex of (2R,4S)-2-phenyl- 1,3,2-oxazaphospholidine 2 was readily synthetized. This complex can be used as catalyst in enantios elective reduction of ketones in toluene, with BH3:THF (or BH3:SMe2) a s reducing agent. The catalytic reduction of iso-propyl methyl ketone yields (R)-3-methyl-2-butanol in 92% e.e. and 100% conversion. Reducti on of different ketones under stoichiometric conditions gives the corr esponding alcohols in e.e. = 99%.