Chiral Sulfide/Phosphoric Acid Cocatalyzed Enantioselective Intermolecular Oxysulfenylation of Alkenes with Phenol and Alcohol O-Nucleophiles

作     者：Xiao-Dong Liu Yicong Luo Xiaohong Huo Hui-Yun Luo Ren-Fei Cao Zhi-Min Chen 

作者机构：Shanghai Key Laboratory for Molecular Engineering of Chiral DrugsSchool of Chemistry and Chemical EngineeringShanghai Jiao Tong UniversityShanghai 200240 

出 版 物：《CCS Chemistry》 (中国化学会会刊（英文）)

年 卷 期：2022年第4卷第10期

页      面：3342-3354页

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：the National Natural Science Foundation of China(NSFC)(nos.21871178 22071149 21901158 21702135)and the STCSM(no.19JC1430100)for their financial support 

主　　题：dual catalysis enantioselective sulfenylation three-component reaction O-nucleophile contiguous chiral stereocenter 

摘      要：Enantioselective intermolecular three-component oxysulfenylations of alkenes with phenols and alcohols as O-nucleophiles were achieved using chiral BINAM-derived sulfide/phosphoric acid as the ***,chiral BINAM-derived sulfide/phosphoric acid co-catalysis was first explored to successfully catalyze highly enantioselective transformation.A variety of sulfur-containing benzylic aryl ethers and benzylic alkyl ethers,which contained two contiguous chiral stereocenters,were obtained readily in moderate to excellent yields with high to excellent enantioselectivities.