Nucleophilic Trifluoromethylthiolation of Cyclic Sulfamidates: Access to Chiral β- and γ-SCF3 Amines and α-Amino Esters
2017
Zeng, Jun-Liang | Chachignon, Hélène | Ma, Jun-An | Cahard, Dominique
The regio- and stereoselective ring opening of 1,2- and 1,3-sulfamidates with trifluoromethanethiolate anion is reported. This direct introduction of the whole SCF₃ motif is a straightforward synthetic route toward β- and γ-SCF₃ amines and α-amino acid derivatives. The utility of this reaction was further illustrated by incorporation of Cys(S-CF₃) into di- and tripeptides.
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