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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

Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2016-08-19

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: Scopus、PubMed、EI、SCIE

Volume: 81

Issue: 16

Page Number: 7042-7050

ISSN: 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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