Catalytic Regio- and Enantioselective Oxytrifluoromethylthiolation of Aliphatic Internal Alkenes by Neighboring Group Assistance
Congratulations! The publication of our group in Org. Lett., "Catalytic Regio- and Enantioselective Oxytrifluoromethylthiolation of Aliphatic Internal Alkenes by Neighboring Group Assistance" has been published recently (Jia Xu #, Yuanyuan Zhang #, Tian Qin, and Xiaodan Zhao* Org. Lett., 2018, 20, 6384−6388, # These authors contributed equally to this work).
Chiral selenide-catalyzed oxytrifluoromethylthiolation of aliphatic internal alkenes by a formally intermolecular strategy is disclosed, affording CF3S 1,3-amino alcohol and 1,3-diol derivatives with high regio-, enantio-, and diastereoselectivities. The reactions are promoted by a neighboring imide or ester group on substrates via a six-membered ring transition state. This assistance strategy is also successfully applied to the regio- and diastereoselective oxyhalofunctionalization of internal alkenes and the conversion of alkynes.
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