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Lappaconitine-Catalyzed Asymmetric alpha-Hydroxylation of beta-Keto Esters: A Bronsted Base Organocatalyst Developed from Terpenoid Alkaloids

Release Time:2019-03-09  Hits:

Indexed by: Journal Article

Date of Publication: 2009-10-01

Journal: SYNLETT

Included Journals: Scopus、SCIE

Issue: 16

Page Number: 2659-2662

ISSN: 0936-5214

Key Words: lappaconitine; asymmetric alpha-hydroxylation; beta-keto esters; organocatalyst; terpenoid alkaloid

Abstract: Discovering organocatalysts with novel framework from terpenoid alkaloids is presented in this paper. Lappaconitine was found to enantioselectively catalyze alpha-hydroxylation of beta-keto esters using tert-butyl hydroperoxide as the oxidant in chloroform to afford the corresponding products in high yields and good enantioselectivity (up to 85% ee).

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