Chiral Brønsted Acid Catalyzed Enantioselective Friedel–Crafts Reaction of Indoles and α‐Aryl Enamides: Construction of Quaternary Carbon Atoms | Zendy

Jia YiXia | Zendy; Zhong Jun | Zendy; Zhu ShouFei | Zendy; Zhang CanMing | Zendy; Zhou QiLin | Zendy

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Chiral Brønsted Acid Catalyzed Enantioselective Friedel–Crafts Reaction of Indoles and α‐Aryl Enamides: Construction of Quaternary Carbon Atoms

Author(s) -

Jia YiXia,

Zhong Jun,

Zhu ShouFei,

Zhang CanMing,

Zhou QiLin

Publication year - 2007

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.200701067

Subject(s) - friedel–crafts reaction , indole test , brønsted–lowry acid–base theory , aryl , enantioselective synthesis , catalysis , chemistry , carbon fibers , molecule , quaternary carbon , asymmetric carbon , organic chemistry , combinatorial chemistry , medicinal chemistry , materials science , optically active , alkyl , composite number , composite material

S express : Quaternary carbon atoms are constructed in excellent yields with high enantioselectivities by a highly efficient chiral Brønsted acid catalyzed Friedel–Crafts reaction of indoles and α‐aryl enamides (see scheme). The presence of H atoms on the N atoms of both the indole and enamide moieties is essential for the reaction to occur. The indole molecule attacks from the Re face to give S ‐configured products.

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