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论文类型：期刊论文

发表时间：2010-12-01

发表刊物：EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

收录刊物：SCIE、Scopus

期号：34

页面范围：6525-6530

ISSN号：1434-193X

关键字：Asymmetric catalysis; Phase-transfer catalysis; Hydroxylation; beta-Oxo esters

摘要：The first enantioselective direct alpha-hydroxylation of beta-oxo esters was developed by using phase-transfer catalysis. 1-Indanone-derived 1-adamantyl (1-Ad) beta-oxo esters, in the presence of commercially available cumyl hydroperoxide and a cinchonine-based ammonium salt, resulted in the corresponding products with 69-91% yield and 65-74% ee. The reaction had also been successfully scaled-up to a gram quantity, and a similar yield was obtained without loss of the enantioselectivity.