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Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2‐Diols by Copper/Borinic Acid Dual Catalysis
Author(s) -
Li RenZhe,
Tang Hua,
Yang Ke R.,
Wan LiQiang,
Zhang Xia,
Liu Jie,
Fu Zhengyan,
Niu Dawen
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201703029
Subject(s) - desymmetrization , stereocenter , enantioselective synthesis , chemistry , catalysis , organic chemistry , copper , stereoselectivity , alkyne , combinatorial chemistry , reagent
A copper/borinic acid dual catalytic reaction enabled the enantioselective propargylation of aliphatic polyols. Readily available reagents and catalysts were used in this transformation, which displayed good to excellent chemo‐ and stereoselectivity for a broad array of substrates. The method was also applicable to the desymmetrization of meso 1,2‐diols to furnish products with three stereogenic centers and a terminal alkyne group in one operation.