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Enantioselective addition of thiols to trifluoromethyl ketimines: synthesis of N,S-ketals.
Wang, Xiaonan; Gao, Yuan; Wei, Zhonglin; Cao, Jungang; Liang, Dapeng; Lin, Yingjie; Duan, Haifeng.
Afiliação
  • Wang X; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Gao Y; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Wei Z; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Cao J; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Liang D; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Lin Y; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
  • Duan H; Department of Organic Chemistry, College of Chemistry, Jilin University, 2699 Qianjin Street, Changchun 130012, China. linyj@jlu.edu.cn duanhf@jlu.edu.cn.
Org Biomol Chem ; 18(37): 7431-7436, 2020 09 30.
Article em En | MEDLINE | ID: mdl-32936203
ABSTRACT
An efficient enantioselective addition of thiols to acyclic trifluoromethyl ketimines has been established by using a bifunctional squaramide catalyst, which was derived from quinine, and the reaction was completed in 5 to 10 min. The construction of chiral tetrasubstituted carbon centers bearing trifluoromethylated N,S-ketals has been achieved in high yields (up to 96% yield) with excellent enantioselectivities (up to 99% ee).
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article
Texto completo
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2020 Tipo de documento: Article