Organic Chemistry Portal

Abstracts

Search:

Synthesis of Allenyl Esters by Horner-Wadsworth-Emmons Reactions of Ketenes Mediated by Isopropylmagnesium Bromide

Shigeki Sano*, Tomoya Matsumoto, Teppei Yano, Munehisa Toguchi, Michiyasu Nakao

*Graduate School of Pharmaceutical Sciences, Tokushima University, Sho-machi, Tokushima 770-8505, Japan, Email: ssanotokushima-u.ac.jp

S. Sano, T. Matsumoto, T. Yano, M. Toguchi, M. Nakao, Synlett, 2015, 26, 2135-2138.

DOI: 10.1055/s-0034-1378803 (free Supporting Information)


see article for more reactions

Abstract

A magnesium(II)-mediated Horner-Wadsworth-Emmons reaction of bis(2,2,2-trifluoroethyl)phosphonoacetate derivatives with disubstituted ketenes enables the synthesis of tri- and tetrasubstituted allenes including α-fluorinated allenyl carboxamides.

see article for more examples



Key Words

Wittig-Horner reaction, allenes, ketenes, Grignard reagents


ID: J60-Y2015