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Enantioselective Vinylogous Mannich‐Type Reactions to Construct CF 3 S‐Containing Stereocenters Catalysed by Chiral Quaternary Phosphonium Salts
Author(s) -
Xu Lijun,
Yu Longhui,
Liu Jun,
Wang Hongyu,
Zheng Changwu,
Zhao Gang
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901621
Subject(s) - stereocenter , chemistry , enantioselective synthesis , phosphonium , moiety , trifluoromethyl , stereochemistry , organic chemistry , catalysis , alkyl
A series of benzyl trifluoromethyl sulphides bearing a nitro group were utilized as CF 3 S‐containing building blocks to construct chiral CF 3 S‐containing molecules via enantioselective vinylogous Mannich‐type reactions. In such reactions, high yields and enantioselectivities were obtained using chiral quaternary phosphonium salts derived from amino acids. Moreover, a chiral cyclic urea bearing the CF 3 S moiety was obtained from further transformation of the product.