jo400648f_si_001.pdf (2.45 MB)
Enantioselective Synthesis of (Thiolan-2-yl)diphenylmethanol and Its Application in Asymmetric, Catalytic Sulfur Ylide-Mediated Epoxidation
journal contribution
posted on 2013-06-07, 00:00 authored by Hsin-Yi Wu, Chih-Wei Chang, Rong-Jie CheinThis
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.