Iridium Catalysts with f‑Amphbinol Ligands: Highly Stereoselective Hydrogenation of a Variety of Ketones

A series of novel and modular ferrorence-based amino-phosphine-binol (f-amphbinol) ligands have been successfully synthesized. The f-amphbinol ligands exhibited extremely high air stability and catalytic efficiency in the Ir-catalyzed stereoselective hydrogenation of various ketones to afford corres...

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Bibliographic Details
Published in:Organic letters 2023-12, Vol.25 (49), p.8845-8849
Main Authors: Wu, Weilong, Zhao, Niu, Liu, Yiyi, Du, Shenshen, Wang, Xinxin, Mo, Wenzhi, Yan, Xianghe, Xu, Chunying, Zhou, Yan, Ji, Baoming
Format: Article
Language:English
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Summary:A series of novel and modular ferrorence-based amino-phosphine-binol (f-amphbinol) ligands have been successfully synthesized. The f-amphbinol ligands exhibited extremely high air stability and catalytic efficiency in the Ir-catalyzed stereoselective hydrogenation of various ketones to afford corresponding stereodefined alcohols with excellent results (full conversions, cis/trans >99:1, and 83% → 99% ee, TON up to 500 000). Control experiments have shown that −OH and −NH groups played a key role in this stereoselective hydrogenation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c03550