Asymmetric Hydrogenation of Azaindoles: Chemo‐ and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes | Zendy

Makida Yusuke | Zendy; Saita Masahiro | Zendy; Kuramoto Takahiro | Zendy; Ishizuka Kentaro | Zendy; Kuwano Ryoichi | Zendy

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Asymmetric Hydrogenation of Azaindoles: Chemo‐ and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes

Author(s) -

Makida Yusuke,

Saita Masahiro,

Kuramoto Takahiro,

Ishizuka Kentaro,

Kuwano Ryoichi

Publication year - 2016

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.201606083

Subject(s) - enantioselective synthesis , ring (chemistry) , chelation , phosphine , asymmetric hydrogenation , chemistry , enantiomer , ligand (biochemistry) , catalysis , medicinal chemistry , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , receptor

High enantioselectivity was achieved for the hydrogenation of azaindoles by using the chiral catalyst, which was prepared from [Ru(η 3 ‐methallyl) 2 (cod)] and a trans ‐chelating bis(phosphine) ligand (PhTRAP). The dearomative reaction exclusively occurred on the five‐membered ring, thus giving the corresponding azaindolines with up to 97:3 enantiomer ratio.

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