Catalytic enantioselective reactions. Part 16. Oxazaborolidine-catalyzed asymmetric borane reduction of alpha-keto acetals

Authors
Cho, BT Chun, YS
Citation
Bt. Cho et Ys. Chun, Catalytic enantioselective reactions. Part 16. Oxazaborolidine-catalyzed asymmetric borane reduction of alpha-keto acetals, J CHEM S P1, (15), 1999, pp. 2095-2100
Citations number
52
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
15
Year of publication
1999
Pages
2095 - 2100
Database
ISI
SICI code
0300-922X(19990807):15<2095:CERP1O>2.0.ZU;2-1
Abstract
Asymmetric reductions of alpha-keto acetals using various oxazaborolidines and borane reagents as catalyst and the hydride source, respectively, were compared. The reduction catalyzed by Corey's CBS reagents with N-phenylamin e-borane reagents provided alpha-hydroxy acetals with very high enantiosele ctivities for most aromatic analogues.