Enantioselective and Regioselective Friedel–Crafts Alkylation of Pyrroles with Nitroalkenes Catalyzed by a Tridentate Schiff Base–Copper Complex | Zendy

Guo Fengfeng | Zendy; Chang Dalu | Zendy; Lai Guoyin | Zendy; Zhu Tao | Zendy; Xiong Shunshun | Zendy; Wang Sujing | Zendy; Wang Zhiyong | Zendy

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Enantioselective and Regioselective Friedel–Crafts Alkylation of Pyrroles with Nitroalkenes Catalyzed by a Tridentate Schiff Base–Copper Complex

Author(s) -

Guo Fengfeng,

Chang Dalu,

Lai Guoyin,

Zhu Tao,

Xiong Shunshun,

Wang Sujing,

Wang Zhiyong

Publication year - 2011

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201102206

Subject(s) - regioselectivity , enantioselective synthesis , friedel–crafts reaction , schiff base , catalysis , alkylation , chemistry , combinatorial chemistry , organic chemistry , stereochemistry

On a (pyr)role : A mild and highly efficient catalytic system has been developed for the asymmetric Friedel–Crafts alkylation of pyrroles with nitroalkenes (see scheme). High yields, and excellent enantioselectivities and regioselectivities were obtained for a broad range of substrates. The synthetic utility of this methodology and mechanistic studies involving a novel, negative, nonlinear effect are also presented.

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