Organic Chemistry Portal

Abstracts

Search:

Synthesis of Functionalized α,α-Disubstituted β-Alkynyl Esters from Allenoates through an Alkynylenolate Intermediate

Weibo Wang, Bo Xu and Gerald B. Hammond*

*Department of Chemistry, University of Louisville, Louisville, Kentucky, 40292, Email: gb.hammondlouisville.edu

W. Wang, B. Xu, G. B. Hammond, Org. Lett., 2008, 10, 3713-3716.

DOI: 10.1021/ol801287t


Abstract

Highly substituted α,α-disubstituted β-alkynyl esters are readily prepared from allenyl esters and either alkyl halide, acid chloride, or alkyl chloroformate, mediated by an amide base. This highly efficient and mild process tolerates various functional groups and provides α,α-disubstituted β-alkynyl esters in good to excellent yields.

see article for more examples



Key Words

Alkynes


ID: J54-Y2008-2330