Synthesis of Elongated Esters from Alkenes

Tomoya Miura; Yuuta Funakoshi; Junki Nakahashi; Daisuke Moriyama; Masahiro Murakami

doi:10.1002/anie.201809115

Synthesis of Elongated Esters from Alkenes

Angew Chem Int Ed Engl. 2018 Nov 19;57(47):15455-15459. doi: 10.1002/anie.201809115. Epub 2018 Oct 25.

Authors

Tomoya Miura¹, Yuuta Funakoshi¹, Junki Nakahashi¹, Daisuke Moriyama¹, Masahiro Murakami¹

Affiliation

¹ Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, 615-8510, Japan.

PMID: 30264919
DOI: 10.1002/anie.201809115

Abstract

A convenient method for synthesizing elongated aliphatic esters from alkenes is reported. An (alkoxycarbonyl)methyl radical species is generated upon visible-light irradiation of an ester-stabilized phosphorus ylide in the presence of a photoredox catalyst. This radical species adds onto the carbon-carbon double bond of an alkene to produce an elongated aliphatic ester.

Keywords: alkenes; esters; photocatalysis; radicals; ylides.

Publication types

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