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Asymmetric 1,2-Reduction of Enones with Potassium Borohydride Catalyzed by Chiral N,N'-Dioxide-Scandium(III) Complexes

Peng He, Xiaohua Liu, Haifeng Zheng, Wei Li, Lili Lin and Xiaoming Feng*

*Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China, Email: xmfengscu.edu.cn

P. He, X. Liu, H. Zheng, W. Li, L. Lin, X. Feng, Org. Lett., 2012, 14, 5134-5137.

DOI: 10.1021/ol302430h


Abstract

A catalytic enantioselective 1,2-reduction of enones with potassium borohydride is catalyzed by a chiral N,N'-dioxide-Sc(III) complex catalyst under mild reaction conditions. A number of optically active allylic alcohols were obtained in very good enantioselectivities with nearly quantitative yields.

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Key Words

Luche Reduction, Potassium Borohydride


ID: J54-Y2012-3230