Silylative Coupling of Olefins with Vinylsilanes in the Synthesis of πConjugated Double Bond SystemsDedicated to Professor Mieczysaw Mkosza on the occasion of his 75th birthday

Autor: Pawlu, Piotr, Prukaa, Wiesaw, Marciniec, Bogdan
Zdroj: European Journal of Organic Chemistry; January 2010, Vol. 2010 Issue: 2 p219-229, 11p
Abstrakt: The design and development of highly efficient and selective methods for the synthesis of πconjugated arylvinyl derivatives, based on sequential catalytic reactions of organometallic reagents, have been the subject of extensive study because of their versatile application in organic synthesis and materials science. The silylative coupling of olefins with vinylsubstituted silicon compounds represents one of the most efficient and selective methods for the synthesis of alkenylsilanes, which are particularly attractive scaffolds for further transformations, including transitionmetalcatalysed crosscoupling with organic halides or substitution with organic and inorganic electrophiles. The microreview highlights recent developments in sequential synthetic strategies including rutheniumcatalysed silylative coupling followed by desilylative crosscoupling and halogenation, leading to stereodefined organic derivatives containing arylenevinylene units widely applied as fine chemicals, functional materials or unsaturated building blocks in organic synthesis.
Databáze: Supplemental Index