Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2012-11-02

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: Scopus、PubMed、EI、SCIE

Volume: 77

Issue: 21

Page Number: 9601-9608

ISSN: 0022-3263

Abstract: Cinchona alkaloid-derived chiral quaternary ammonium organocatalysts were developed. The catalyst with a bulky 1-adamantoyl group at the C-9 position promoted the enantioselective alpha-hydroxylation of beta-oxo esters and resulted in the corresponding products in 35-95% yields and 58-90% ee. The reaction was successfully scaled to a gram-quantity scale with a similar yield without loss of enantioselectivity.