Enantioselective addition of thiols to trifluoromethyl ketimines: synthesis of N,S-ketals.,Organic & Biomolecular Chemistry

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Enantioselective addition of thiols to trifluoromethyl ketimines: synthesis of N,S-ketals.
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2020-09-08 , DOI: 10.1039/d0ob01725f
Xiaonan Wang ₁ , Yuan Gao ₁ , Zhonglin Wei ₁ , Jungang Cao ₁ , Dapeng Liang ₁ , Yingjie Lin ₁ , Haifeng Duan ₁

Affiliation

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).

中文翻译：

硫醇对三氟甲基酮亚胺的对映选择性加成：N，S-缩酮的合成。

通过使用衍生自奎宁的双功能方甲酰胺催化剂，建立了硫醇对无环三氟甲基酮亚胺的高效对映选择性加成反应，反应在 5 至 10 分钟内完成。已经以高产率（高达 96% 的产率）和优异的对映选择性（高达 99% ee）实现了手性四取代碳中心的构建，这些碳中心带有三氟甲基化的N，S-缩酮。

更新日期：2020-09-30

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