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Date:2019-03-09

Indexed by:Journal Article

Date of Publication:2014-06-01

Journal:EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Included Journals:Scopus、SCIE

Volume:2014

Issue:16

Page Number:3491-3495

ISSN:1434-193X

Key Words:Alkaloids; Asymmetric catalysis; Hydroxylation; beta-Dicarbonyl compounds; Organocatalysis

Abstract:A new framework derived from the commercially available diterpenoid alkaloid lappaconitine was evaluated as a Bronsted base catalyst for the enantioselective alpha-hydroxylation of beta-dicarbonyl compounds by using 30% hydrogen peroxide as a green and highly practical source of oxygen. This protocol allows convenient access to the corresponding alpha-hydroxy-beta-oxo esters, alpha-hydroxy-beta-oxo amides and (-)-kjellmanianone with up to 98% yield and 92% ee.