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. 2014 Aug 1;16(15):3938-41.
doi: 10.1021/ol501737a. Epub 2014 Jul 16.

Regio- and enantioselective Baeyer-Villiger oxidation: kinetic resolution of racemic 2-substituted cyclopentanones

Lin Zhou  1 , Xiaohua Liu, Jie Ji, Yuheng Zhang, Wangbin Wu, Yangbin Liu, Lili Lin, Xiaoming Feng
Affiliations

Regio- and enantioselective Baeyer-Villiger oxidation: kinetic resolution of racemic 2-substituted cyclopentanones

Lin Zhou et al. Org Lett. .

Abstract

A kinetic resolution of racemic 2-substituted cyclopentanones via highly regio- and enantioselective Baeyer-Villiger oxidation has been successfully developed. The reaction could afford the normal 6-substituted δ-lactones in up to 98% ee and >19/1 regioselectivity. Meanwhile, the unreacted ketones were recovered in excellent ee values (up to 98%). It represents the best results of the kinetic resolution of racemic 2-substituted cyclopentanones via nonenzymic asymmetric BV oxidation.

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