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Enantioselective Copper‐Catalyzed Propargylic Etherification of Propargylic Esters with Phenols Promoted by Inorganic Base Additives
Author(s) -
Shao Long,
Zhang DeYang,
Wang YaHui,
Hu XiangPing
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600284
Subject(s) - chemistry , enantioselective synthesis , phenols , catalysis , reactivity (psychology) , copper , base (topology) , organic chemistry , ligand (biochemistry) , caesium , combinatorial chemistry , medicinal chemistry , medicine , mathematical analysis , biochemistry , alternative medicine , mathematics , receptor , pathology
An enantioselective copper‐catalyzed propargylic etherification of both aromatic and aliphatic propargylic esters with phenols has been developed, in which the employment of inorganic base additives, in particular cesium carbonate (Cs 2 CO 3 ), was found to significantly promote not only the reactivity but also the enantioselectivity of the reaction. By using a structurally hindered chiral ketimine P,N,N‐ligand, a wide range of optically active propargylic ethers were prepared in high yields and with excellent enantioselectivities (up to 98% ee ).