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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 (free Supporting Information)


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.

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Key Words

Alkynes


ID: J54-Y2008-2330