CHIRAL LEAVING GROUP - SYNTHESIS OF OPTICALLY-ACTIVE BENZIMIDAZOLE AND ITS APPLICATION TO ASYMMETRIC ACYLATION

Authors
OGATA M YOSHIMURA T FUJII H ITO Y KATSUKI T
Citation
M. Ogata et al., CHIRAL LEAVING GROUP - SYNTHESIS OF OPTICALLY-ACTIVE BENZIMIDAZOLE AND ITS APPLICATION TO ASYMMETRIC ACYLATION, Synlett, (10), 1993, pp. 728-730
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
10
Year of publication
1993
Pages
728 - 730
Database
ISI
SICI code
0936-5214(1993):10<728:CLG-SO>2.0.ZU;2-M
Abstract
Optically active benzimidazole (1) prepared from (R)-(-)-mandelic acid was found to serve as an effective chiral leaving group. For example, N-propionyl derivative of 1 reacted with amide-enolate to give optica lly active beta-oxo amide (up to 65% ee) and the released 1 was recove red intact for reuse.