Chiral Bicyclic Guanidine-Catalyzed Enantioselective Sulfenylation of Oxindoles and Benzofuran-2(3<i>H</i>)‑ones Lisha Huang Jiangtao Li Yan Zhao Xinyi Ye Yang Liu Lin Yan Choon-Hong Tan Hongjun Liu Zhiyong Jiang 10.1021/acs.joc.5b01606.s002 https://acs.figshare.com/articles/dataset/Chiral_Bicyclic_Guanidine_Catalyzed_Enantioselective_Sulfenylation_of_Oxindoles_and_Benzofuran_2_3_i_H_i_ones/2134795 A chiral bicyclic guanidine-catalyzed enantioselective sulfenylation of 3-substituted oxindoles to <i>N</i>-(sulfanyl)­succinimides has been developed. A series of unprecedented 3-sulfenylated oxindoles, such as 3-benzyl/alkyl-substituted 3-benzyl/alkyloxindoles, were obtained with high enantioselectivities (up to 98% ee). This methodology is also effective for the first asymmetric sulfenylation of benzofuran-2­(3<i>H</i>)-ones, providing 3-benzyl-3-benzylthio-substituted benzofuran-2­(3<i>H</i>)-ones with satisfactory results (up to 95% ee). 2015-09-04 00:00:00 ee benzofuran oxindole sulfenylation benzyl