Cross-metathesis of vinylsilanes with olefins in the presence of Grubbs' catalyst

Citation
C. Pietraszuk et al., Cross-metathesis of vinylsilanes with olefins in the presence of Grubbs' catalyst, TETRAHEDR L, 42(6), 2001, pp. 1175-1178
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
6
Year of publication
2001
Pages
1175 - 1178
Database
ISI
SICI code
0040-4039(20010205)42:6<1175:COVWOI>2.0.ZU;2-Q
Abstract
Effective cross-metathesis of H2C-C(H)SIR3, where SiR3 = Si(OMe)(3), Si(OEt )(3), Si(OSiMe3)(3), with selected olefins in the presence of (PCy3),Cl2Ru( -CHPh) (I) is described. Treatment of p-substituted styrenes, l-alkenes and selected allyl derivatives H2C-CHCH2R' (R' = SiMe3, Si(OEt)(3), Ph, OPh) w ith an excess of H2C-C(H)SiR3 results in the formation of the respective cr oss-metathesis products with good yields and selectivities. The metallacarb ene mechanism of the process is discussed. (C) 2001 Elsevier Science Ltd. A ll rights reserved.