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Photo-organocatalytic enantioselective alpha-hydroxylation of beta-keto esters and beta-keto amides with oxygen under phase transfer catalysis

Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2016-01-01

Journal: GREEN CHEMISTRY

Included Journals: SCIE

Volume: 18

Issue: 20

Page Number: 5493-5499

ISSN: 1463-9262

Abstract: An efficient and enantioselective photo-organocatalytic alpha-hydroxylation of beta-dicarbonyl compounds using molecular oxygen was extended. This simple catalytic procedure is applicable to a range of beta-keto esters and beta-keto amides (30 examples) with a new series of C-2'-substituted phase transfer catalysts in good enantiopurity (up to 90% ee) and yield (up to 99%). Moreover, the reaction was successfully scaled up to gram quantity without any loss of enantioselectivity.

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