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Indexed by:期刊论文

Date of Publication:2012-11-02

Journal:JOURNAL OF ORGANIC CHEMISTRY

Included Journals:SCIE、EI、PubMed、Scopus

Volume:77

Issue:21

Page Number:9601-9608

ISSN No.: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.