Chiral Bronsted acid catalyzed asymmetric Baeyer-Villiger reaction of 3-substituted cyclobutanones by using aqueous H2O2

被引:187
作者
Xu, Senmiao [1 ]
Wang, Zheng [1 ]
Zhang, Xue
Zhang, Xumu
Ding, Kuiling [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
asymmetric catalysis; cyclobutanones; hydrogen peroxide; lactones; oxidations;
D O I
10.1002/anie.200705932
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A catalytic amount of a chiral Brønsted acid with aqueous H2O2 as the oxidant is sufficient for the enantioselective Baeyer-Villiger oxidation of 3-substituted cyclobutanones to give the corresponding γ-lactones in excellent yields and up to 93% ee. The method employs benign aqueous H2O2 instead of stoichiometric amounts of a dangerous peracid. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2840 / 2843
页数:4
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