Enantioselective reduction of prochiral ketones catalyzed by new (R)-4-(phenylmercapto)methyl-5,5-diphenyl-1,3,2-oxazaborolidine and bis-[(R,R)-5,5-diphenyl-1,3,2-oxazaborolidine methyl]disulfide from l-cystine

✍ Scribed by Xingshu Li; Rugang Xie

• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 175 KB
• Volume: 8
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(97)00212-7

✦ Synopsis

Two new optically active l~-amino alcohols 1 and 2 were prepared from Lcystine. The in situ formed chiral oxazaborolidines have been used in the enantioselective catalytic homogeneous borane reduction of prochiral ketones and diketones. The chiral secondary alcohols are obtained with moderate to good enantiomeric excess.