jo400648f_si_001.pdf (2.45 MB)
Download file

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

Download (2.45 MB)
journal contribution
posted on 07.06.2013, 00:00 authored 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.