Preparation and Reaction Chemistry of Novel Silicon-Substituted 1,3-DienesReport as inadecuate




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Department of Chemistry, Wake Forest University, P. O. Box 7486, Winston-Salem, NC 27109, USA





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Academic Editor: Georgios C. Vougioukalakis

Abstract 2-Silicon-substituted 1,3-dienes containing non transferrable groups known to promote transmetallation were prepared by Grignard chemistry and enyne metathesis. These dienes participated in one pot metathesis-Diels-Alder reactions in regio- and diastereoselective fashions. Electron-rich alkenes showed the fastest rates in metathesis reactions, and ethylene, a commonly used metathesis promoter slowed enyne metathesis. 2-Pyridyldimethylsilyl and 2-thienyldimethylsilyl substituted Diels-Alder cycloadducts participated in cross-coupling chemistry and the 2-thienyldimethylsilyl substituted cycloadducts underwent cross-coupling under very mild reaction conditions. View Full-Text

Keywords: organosilanes; 1,3-dienes; enyne metathesis; Diels-Alder; cross coupling organosilanes; 1,3-dienes; enyne metathesis; Diels-Alder; cross coupling





Author: Partha P. Choudhury and Mark E. Welker *

Source: http://mdpi.com/



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