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Ligand‐Controlled Regiodivergent and Enantioselective Copper‐Catalyzed Hydroallylation of Alkynes
Author(s) -
Xu Guoxing,
Zhao Haiyan,
Fu Bin,
Cang Aijie,
Zhang Ge,
Zhang Qian,
Xiong Tao,
Zhang Qian
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201707070
Subject(s) - enantioselective synthesis , chemistry , ligand (biochemistry) , denticity , allylic rearrangement , carbene , catalysis , combinatorial chemistry , stereochemistry , sulfonate , organic chemistry , crystal structure , receptor , biochemistry , sodium
A ligand‐controlled regiodivergent and enantioselective copper‐catalyzed intermolecular hydroallylation of alkynes with allylic phosphates and hydrosilanes has been achieved for the first time. The chiral bidentate sulfonate‐containing N‐heterocyclic carbene ligated CuCl complex leads to enantioenriched S N 2′‐type products, whereas the use of the IMesCuCl catalyst affords S N 2‐type products. Thus a range of chiral branched and achiral linear 1,4‐dienes could be facilely synthesized from readily available alkynes in a regiodivergent manner.