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Asymmetric alpha-Hydroxylation of beta-Indanone Esters and beta-Indanone Amides Catalyzed by C-2 ' Substituted Cinchona Alkaloid Derivatives

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Indexed by: Journal Article

Date of Publication: 2016-03-03

Journal: ADVANCED SYNTHESIS & CATALYSIS

Included Journals: SCIE

Volume: 358

Issue: 5

Page Number: 737-745

ISSN: 1615-4150

Key Words: Cinchona alkaloid derivatives; enantioselectivity; alpha-hydroxylation; organocatalysis; synthetic methods

Abstract: The highly catalytic asymmetric alpha-hydroxylation of b-indanone esters and b-indanone amides using peroxide as the oxidant was realized with a new C-2' substituted Cinchona alkaloid derivatives. The two enantiomers of alpha-hydroxy-beta-indanone esters could be obtained by simply changing the oxidant. This protocol allows a convenient access to the cor-responding alpha-hydroxy-beta-indanone esters and a-hydroxy- b-indanone amides with up to 99% yield and 98% ee.

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