Nickel-Catalyzed Allylmethylation of Alkynes with Allylic Alcohols and AlMe3: Facile Access to Skipped Dienes and Trienes

被引：48

作者：

Li, Wanfang ^{[1
]}

Yu, Shun ^{[2
]}

Li, Jincan ^{[1
]}

Zhao, Yu ^{[2
,3
]}

机构：

[1] Univ Shanghai Sci & Technol, Coll Sci, Shanghai 200093, Peoples R China

[2] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore

[3] Int Campus Tianjin Univ, Joint Sch Natl Univ Singapore & Tianjin Univ, Fuzhou 350207, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2020年 / 59卷 / 34期

基金：

中国国家自然科学基金;

关键词：

alkynes; allylic alcohols; dicarbofunctionalization; multicomponent reactions; nickel; TRANSITION-METAL CATALYSIS; CARBON BOND FORMATION; STEREOSELECTIVE-SYNTHESIS; STEREOSPECIFIC SYNTHESIS; SELECTIVE SYNTHESIS; COUPLING REACTION; INTERNAL ALKYNES; BIS-ALLYLATION; ARYL HALIDES; REGIO;

D O I：

10.1002/anie.202006322

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present herein an unprecedented allylative dicarbofunctionalization of alkynes with allylic alcohols. This simple catalytic procedure utilizes commercially available Ni(COD)(2), triphenylphosphine, and inexpensive reagents, and delivers valuable skipped dienes and trienes with an all-carbon tetrasubstituted alkene unit in a highly stereoselective fashion. Preliminary mechanistic studies support the reaction pathway of allylnickelation followed by transmetalation in this dicarbofunctionalization of alkynes.

引用

页码：14404 / 14408

页数：5

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