Iridium-catalyzed chemoselective asymmetric hydrogenation of conjugated enones with ferrocene-based multidentate phosphine ligands.

Chem Commun (Camb)

Sauvage Center for Molecular Sciences, Key Laboratory of Biomedical Polymers of Ministry of Education & College of Chemistry and Molecular Sciences, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, Wuhan 430072, China.

Published: May 2022

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Article Abstract

A series of novel and readily prepared ferrocene-based multidentate phosphine ligands (f-PNNO) have been developed and successfully used in iridium-catalyzed enantioselective 1,2-reduction of α,β-unsaturated ketones, delivering chiral allylic alcohols in high yields and high enantioselectivities (up to 99% yield and up to 99% ee). Furthermore, the gram scale reaction proceeded very smoothly with 0.001 mol% catalyst loading, which indicated that the newly developed Ir/f-PNNO catalytic system has excellent activity in asymmetric hydrogenation of conjugated enones.

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http://dx.doi.org/10.1039/d2cc01583hDOI Listing

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