Ir‐SpinPHOX Catalyzed Enantioselective Hydrogenation of 3‐Ylidenephthalides | Zendy

Ge Yao | Zendy; Han Zhaobin | Zendy; Wang Zheng | Zendy; Feng ChenGuo | Zendy; Zhao Qian | Zendy; Lin GuoQiang | Zendy; Ding Kuiling | Zendy

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Ir‐SpinPHOX Catalyzed Enantioselective Hydrogenation of 3‐Ylidenephthalides

Author(s) -

Ge Yao,

Han Zhaobin,

Wang Zheng,

Feng ChenGuo,

Zhao Qian,

Lin GuoQiang,

Ding Kuiling

Publication year - 2018

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.201807639

Subject(s) - enantioselective synthesis , asymmetric hydrogenation , enantiomer , catalysis , oxazoline , phosphine , chemistry , ligand (biochemistry) , enantiomeric excess , combinatorial chemistry , organic chemistry , receptor , biochemistry

The first asymmetric hydrogenation of 3‐ylidenephthalides has been developed using the Ir I complex of a spiro[4,4]‐1,6‐nonadiene‐based phosphine‐oxazoline ligand (SpinPHOX) as the catalyst, affording a wide variety of chiral 3‐substituted phthalides in excellent enantiomeric excesses (up to 98 % ee ). The utility of the protocol has been demonstrated in the asymmetric synthesis of chiral drugs NBP and BZP precursor, as well as the natural products chuangxinol and typhaphthalide.

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