OXOVANADIUM-INDUCED OXIDATIVE DESILYLATION OF ALLYLIC AND BENZYLIC SILANES

Authors
FUJII T HIRAO T OHSHIRO Y
Citation
T. Fujii et al., OXOVANADIUM-INDUCED OXIDATIVE DESILYLATION OF ALLYLIC AND BENZYLIC SILANES, Tetrahedron letters, 34(35), 1993, pp. 5601-5604
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
35
Year of publication
1993
Pages
5601 - 5604
Database
ISI
SICI code
0040-4039(1993)34:35<5601:OODOAA>2.0.ZU;2-5
Abstract
Cinnamyltrimethylsilane underwent desilylation via one-electron oxidat ion with VO(OEt)Cl2, which was applied to the cross-coupling with the less oxidizable allylic silanes to give the corresponding 1,5-hexadien es. Chlorination or aromatization based on desilylation was observed o n treatment of benzyltrimethylsilane or -methyl-5-trimethylsilyl-5-phe nyl-4,5-dihydrofuran with VO(OEt)Cl2-Me3SiOTf, respectively.