Release Time:2019-03-09  Hits:

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.