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Enantioselective Synthesis of (Thiolan-2-yl)diphenylmethanol and Its Application in Asymmetric, Catalytic Sulfur Ylide-Mediated Epoxidation

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journal contribution
posted on 07.06.2013 by Hsin-Yi Wu, Chih-Wei Chang, Rong-Jie Chein
This work describes an expeditious and efficient preparation of enantiopure (thiolan-2-yl)­diphenylmethanol (2) featuring a double nucleophilic substitution and Shi epoxidation as key steps. One of the applications of its benzyl ether derivative to asymmetric sulfur ylide-mediated epoxidation with up to 92% ee (14 examples) was also demonstrated herein.

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