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Regio- and Stereoselective Hydrosilylation of 1,3-Enynes Catalyzed by Palladium

Hui Zhou and Christina Moberg*

*Department of Chemistry, Organic Chemistry, School of Chemical Science and Engineering, KTH Royal Institute of Technology, SE 100 44 Stockholm, Sweden, Email: kimokth.se

H. Zhou, C. Moberg, Org. Lett., 2013, 15, 1444-1447.

DOI: 10.1021/ol4001334 (free Supporting Information)


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Abstract

In the presence of Pd(0) and a phosphine, a hydrosilylation of 1,3-enynes with Me2SiHCl yields dienylsilanes with (E)-configuration and with the silicon group added to the internal alkyne carbon atom. Subsequent hydrolysis gives silanols, that serve as precursors to conjugated dienes with different substitution patterns.

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Key Words

Vinylsilanoles, Vinylsilanes


ID: J54-Y2013-0820