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论文类型：期刊论文

发表时间：2014-06-01

发表刊物：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录刊物：SCIE、Scopus

卷号：2014

期号：16

页面范围：3491-3495

ISSN号：1434-193X

关键字：Alkaloids; Asymmetric catalysis; Hydroxylation; beta-Dicarbonyl compounds; Organocatalysis

摘要：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.