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A Series of Cinchona-Derived N-Oxide Phase-Transfer Catalysts: Application to the Photo-Organocatalytic Enantioselective alpha-Hydroxylation of beta-Dicarbonyl Compounds

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Indexed by:期刊论文

Date of Publication:2016-08-19

Journal:JOURNAL OF ORGANIC CHEMISTRY

Included Journals:SCIE、EI、PubMed、Scopus

Volume:81

Issue:16

Page Number:7042-7050

ISSN No.:0022-3263

Abstract:A series of cinchona-derived N-oxide asymmetric phase-transfer catalysts were synthesized and applied in the enantioselective photo-organocatalytic alpha-hydroxylation of beta-keto esters and beta-keto amides (23 examples) using molecular oxygen in excellent yields (up to 98%) and high enantioselectivities (up to 83% ee). These new catalysts could be recycled and reused six times for such a reaction with almost the original reactivity and enantioselectivity.

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