title: Nucleophilic Trifluoromethylthiolation of Cyclic Sulfamidates: Access to Chiral β- and γ-SCF3Amines and α-Amino Esters.
abstract: The regio- and stereoselective ring opening of 1,2- and 1,3-sulfamidates with trifluoromethanethiolate anion is reported. This direct introduction of the whole SCF3motif is a straightforward synthetic route toward β- and γ-SCF3amines and α-amino acid derivatives. The utility of this reaction was further illustrated by incorporation of Cys(S-CF3) into di- and tripeptides.
authors.affiliation: UMR 6014 CNRS COBRA, Normandie Université, INSA Rouen , 1 rue Tesnière, 76821 Mont Saint Aignan, France.|Department of Chemistry, Tianjin Key Laboratory of Molecular Optoelectronic Sciences, and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University , Tianjin 300072, China.
authors.forename: Jun-Liang
authors.initials: JL
authors.lastname: Zeng
authors.affiliation: UMR 6014 CNRS COBRA, Normandie Université, INSA Rouen , 1 rue Tesnière, 76821 Mont Saint Aignan, France.
authors.forename: Hélène
authors.initials: H
authors.lastname: Chachignon
authors.affiliation: Department of Chemistry, Tianjin Key Laboratory of Molecular Optoelectronic Sciences, and Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University , Tianjin 300072, China.
authors.forename: Jun-An
authors.identifier: 0000-0002-3902-6799
authors.initials: JA
authors.lastname: Ma
authors.affiliation: UMR 6014 CNRS COBRA, Normandie Université, INSA Rouen , 1 rue Tesnière, 76821 Mont Saint Aignan, France.
authors.forename: Dominique
authors.identifier: 0000-0002-8510-1315
authors.initials: D
authors.lastname: Cahard