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Z‐bpy, a New C 2 ‐Symmetric Bipyridine Ligand and Its Application in Enantioselective Copper(I)‐Catalyzed Cyclopropanation of Olefins
Author(s) -
Ouyang Yizhao,
Zhan Miao,
Zhou Jing,
Jiao Jiao,
Hu Hao,
Yamada Yoichi M. A.,
Li Pengfei
Publication year - 2019
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201900141
Subject(s) - cyclopropanation , chemistry , ethyl diazoacetate , ligand (biochemistry) , enantioselective synthesis , catalysis , copper , bipyridine , combinatorial chemistry , medicinal chemistry , stereochemistry , organic chemistry , crystal structure , biochemistry , receptor
Summary of main observation and conclusion A rigid C 2 ‐symmetric chiral bipyridine ligand Z‐bpy with a triptycene‐like backbone was designed and synthesized from simple chemicals in a scalable route. Using this new ligand, copper(I) catalyzed cyclopropanation of styrenes with commercial ethyl diazoacetate produced various corresponding cyclopropanes in high yields, diastereoselectivity and enantioselectivity up to 97% ee .
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