Y(OTf)3-CuI Catalyzed N-α Alkynylation of Cyclic Imines with Alkynes

被引：8

作者：

Feng, Yi-Man ^{[1
]}

Liu, Chang-Hong ^{[1
]}

Li, Xin ^{[1
]}

Sun, Jian-Ting ^{[1
]}

Liu, Nai-Xuan ^{[1
]}

Wei, Bang-Guo ^{[1
]}

机构：

[1] Fudan Univ, Sch Pharm, Dept Nat Med, 826 Zhangheng Rd, Shanghai 201203, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 26卷 / 06期

基金：

中国国家自然科学基金;

关键词：

alkyne; cyclic imines; alkynylation; pyrrolidine; synthetic methods; ENANTIOSELECTIVE SYNTHESIS; TERMINAL ALKYNES; PROPARGYLAMINES; INHIBITORS; ACTIVATION; ALKYLATION; ACETYLIDES; IMINIUM; BONDS;

D O I：

10.1002/ejoc.202201331

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient approach to (2R,3S)-3-siloxy-2-phenylethynyl substituted pyrrolidines was developed through Y(OTf)(3)-CuI catalyzed N-alpha alkynylation of cyclic imines (1 a and 1 e) with alkynes 2 a-s. As a result, a number of trans-2-phenyl acetylene substituted-3-siloxy pyrrolidine derivatives 4 aa-as, 4 ea-ef and 4 es were synthesized in moderate to good yields with excellent diastereoselectivities (dr up to 99 : 1).

引用

页数：6

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