The asymmetric synthesis of CF3-containing spiro[pyrrolidin-3,2′-oxindole] through the organocatalytic 1,3-dipolar cycloaddition reaction†,10.1039/C4CC10216A

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

The asymmetric synthesis of CF3-containing spiro[pyrrolidin-3,2′-oxindole] through the organocatalytic 1,3-dipolar cycloaddition reaction†

Mingxia Ma,Yuanyuan Zhu,Quantao Sun,Xiaoyuan Li,Jinhuan Su,Long Zhao,Yanyan Zhao,Shuai Qiu,Wenjin Yan,Kairong Wang

Chemical Communications Pub Date : 04/17/2015 00:00:00 , DOI:10.1039/C4CC10216A

Abstract

A new strategy for the construction of optically active 5′-CF₃ spiro[pyrrolidin-3,2′-oxindole] was described. A series of unprecedented 1,3-dipoles were obtained by condensation of CF₃CH₂NH₂ with isatins. The 1,3-dipolar cycloaddition reactions of these ketimines with enals gave the products bearing four contiguous stereogenic centers in excellent yields, diastereoselectivities and enantioselectivities.