Premium
Nickel‐Catalyzed Allylmethylation of Alkynes with Allylic Alcohols and AlMe 3 : Facile Access to Skipped Dienes and Trienes
Author(s) -
Li Wanfang,
Yu Shun,
Li Jincan,
Zhao Yu
Publication year - 2020
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202006322
Subject(s) - transmetalation , triphenylphosphine , allylic rearrangement , reagent , nickel , alkene , catalysis , chemistry , stereoselectivity , organic chemistry , alkyne , combinatorial chemistry
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.