10339-61-4Relevant articles and documents
Chemo- and Enantioselective Intramolecular Silver-Catalyzed Aziridinations
Ju, Minsoo,Weatherly, Cale D.,Guzei, Ilia A.,Schomaker, Jennifer M.
, p. 9944 - 9948 (2017)
Asymmetric nitrene-transfer reactions are a powerful tool for the preparation of enantioenriched amine building blocks. Reported herein are chemo- and enantioselective silver-catalyzed aminations which transform di- and trisubstituted homoallylic carbamates into [4.1.0]-carbamate-tethered aziridines in good yields and with ee values of up to 92 %. The effects of the substrate, silver counteranion, ligand, solvent, and temperature on both the chemoselectivity and ee value were explored. Stereochemical models were proposed to rationalize the observed absolute stereochemistry of the aziridines, which undergo nucleophilic ring opening to yield enantioenriched amines with no erosion in stereochemical integrity.
Catalytic Regio- and Enantioselective Oxytrifluoromethylthiolation of Aliphatic Internal Alkenes by Neighboring Group Assistance
Xu, Jia,Zhang, Yuanyuan,Qin, Tian,Zhao, Xiaodan
, p. 6384 - 6388 (2018/10/09)
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.
Chiral Selenide-Catalyzed Enantioselective Construction of Saturated Trifluoromethylthiolated Azaheterocycles
Luo, Jie,Liu, Yannan,Zhao, Xiaodan
supporting information, p. 3434 - 3437 (2017/07/15)
An indane-based, bifunctional, chiral selenide catalyst has been developed. The new catalyst is efficient for the enantioselective synthesis of saturated azaheterocycles possessing a trifluoromethylthio group. The desired products were obtained in good yields with high diastereo- and enantioselectivities.