Litcius/Paper detail

Photoredox-Catalyzed Phosphonocarboxylation of Allenes with Phosphine Oxides and CO<sub>2</sub>

Jiahao Zeng, Deng-Tao Du, Bao-En Liu, Zhenqiang Zhang, Zhuang‐Ping Zhan

2023The Journal of Organic Chemistry15 citationsDOI

Abstract

via visible-light photoredox catalysis was developed for the first time. This work provided practical and sustainable access to highly valuable but otherwise difficult-to-access linear allylic β-phosphonyl carboxylic acids in moderate yields with exclusive regio- and stereoselectivity. This method was also characterized by step and atom economy and transition-metal free and mild conditions. Preliminary mechanistic studies suggested that allyl-methyl carbanion species are the key intermediates.

Topics & Concepts

CarbanionCatalysisStereoselectivityChemistryPhosphineAllylic rearrangementTransition metalPhotochemistryCombinatorial chemistryMedicinal chemistryOrganic chemistryCarbon dioxide utilization in catalysisSulfur-Based Synthesis TechniquesChemical Synthesis and Reactions