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Enantioselective alpha-Benzoyloxylation of beta-Keto Esters by N-Oxide Phase-Transfer Catalysts

Release Time:2019-03-12  Hits:

Indexed by: Journal Article

Date of Publication: 2018-02-16

Journal: JOURNAL OF ORGANIC CHEMISTRY

Included Journals: PubMed、EI、SCIE

Volume: 83

Issue: 4

Page Number: 2263-2273

ISSN: 0022-3263

Abstract: An efficient and enantioselective alpha-benzoyloxylation of beta-keto esters has been achieved by phase-transfer catalysis. This simple catalytic procedure is applicable to a range of beta-keto esters with cinchona-derived N-oxide asymmetric phase-transfer catalysts and gives the corresponding products in good enantiopurity (up to 95% ee) and yield (up to 99%). This simple and effective oxyfunctionalization is a useful synthetic strategy for introducing an oxygen-containing functional group at the a position of beta-dicarbonyl compounds.

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