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Catalytic Anti-Markovnikov Hydroallylation of Terminal and Functionalized Internal Alkynes: Synthesis of Skipped Dienes and Trisubstituted Alkenes

Melrose Mailig, Avijit Hazra, Megan K. Armstrong and Gojko Lalic*

*Department of Chemistry, University of Washington, Seattle, WA 98195, USA, Email: lalicchem.washington.edu

M. Mailig, A. Hazra, M. K. Armstrong, G. Lalic, J. Am. Chem. Soc., 2017, 139, 6969-6977.

DOI: 10.1021/jacs.7b02104 (free Supporting Information)


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Abstract

The hydroallylation of terminal alkyl and aryl alkynes with simple allyl phosphates and 2-substituted allyl phosphates provides skipped dienes. The hydroallylation of functionalized internal alkynes enables the synthesis of complex trisubstituted alkenes.


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hydroallylation of an internal alkyne



Key Words

1,4-dienes, CuH, PMHS


ID: J48-Y2017