Molecules | |
Preparation and Reaction Chemistry of Novel Silicon-Substituted 1,3-Dienes | |
Partha P. Choudhury2  Mark E. Welker1  | |
[1] Department of Chemistry, Wake Forest University, P. O. Box 7486, Winston-Salem, NC 27109, USA; E-Mail | |
关键词: organosilanes; 1; 3-dienes; enyne metathesis; Diels-Alder; cross coupling; | |
DOI : 10.3390/molecules200916892 | |
来源: mdpi | |
【 摘 要 】
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.
【 授权许可】
CC BY
© 2015 by the authors; licensee MDPI, Basel, Switzerland.
【 预 览 】
Files | Size | Format | View |
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RO202003190006205ZK.pdf | 805KB | download |