Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides

Zhiping Yang; Jun Joelle Wang

doi:10.1002/anie.202112285

Enantioselective Palladium-Catalyzed Hydrophosphinylation of Allenes with Phosphine Oxides: Access to Chiral Allylic Phosphine Oxides

Angew Chem Int Ed Engl. 2021 Dec 20;60(52):27288-27292. doi: 10.1002/anie.202112285. Epub 2021 Nov 16.

Authors

Zhiping Yang¹, Jun Joelle Wang^{1

2}

Affiliations

¹ Department of Chemistry, Southern University of Science and Technology, Shenzhen, Guangdong, 518055, China.
² Department of Chemistry, Hong Kong Baptist University, Kowloon, Hong Kong, China.

PMID: 34581469
DOI: 10.1002/anie.202112285

Abstract

A Pd-catalyzed hydrophosphinylation of alkyl and aryl-oxyallenes with phosphine oxides has been developed for the efficient and rapid construction of a family of chiral allylic phosphine oxides with a diverse range of functional groups. This methodology was further applied in the facile construction of chiral 2H-chromene and later stage functionalization of cholesterol.

Keywords: allene; allylic compound; hydrophosphinylation; palladium; synthetic method.

Publication types

Research Support, Non-U.S. Gov't

Abstract

Publication types

Grants and funding