Metal‐Free Asymmetric 1,3‐Dipolar Cycloaddition of  N ‐Arylmaleimides to Azomethine Ylides Catalyzed by Chiral Tertiary Amine Thiourea | Zendy

Bai JianFei | Zendy; Wang LiangLiang | Zendy; Peng Lin | Zendy; Guo YunLong | Zendy; Ming JunNan | Zendy; Wang FeiYing | Zendy; Xu XiaoYing | Zendy; Wang LiXin | Zendy

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Metal‐Free Asymmetric 1,3‐Dipolar Cycloaddition of N ‐Arylmaleimides to Azomethine Ylides Catalyzed by Chiral Tertiary Amine Thiourea

Author(s) -

Bai JianFei,

Wang LiangLiang,

Peng Lin,

Guo YunLong,

Ming JunNan,

Wang FeiYing,

Xu XiaoYing,

Wang LiXin

Publication year - 2011

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201100205

Subject(s) - chemistry , thiourea , pyrrolidine , cycloaddition , 1,3 dipolar cycloaddition , catalysis , amine gas treating , enantioselective synthesis , tertiary amine , organic chemistry , polymer chemistry , combinatorial chemistry

The first metal‐free asymmetric 1,3‐dipolar cycloaddition of N ‐arylmaleimides to azomethine ylides catalyzed by chiral tertiary amine thiourea to form multiply substituted pyrrolidines in excellent yields (up to 89 %) and enantioselectivities (up to 96 % ee ) is presented. This procedure allows a rapid diversity‐oriented synthesis of chiral pyrrolidine derivatives with high optical purity.

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