Tetrahedron letters

Oxovanadium-induced oxidative desilylation of allylic and benzylic silanes

T Fujii, T Hirao, Y Ohshiro

文献索引：Fujii, Takashi; Hirao, Toshikazu; Ohshiro, Yoshiki Tetrahedron Letters, 1993 , vol. 34, # 35 p. 5601 - 5604

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被引用次数: 26

摘要

Abstract Cinnamyltrimethylsilane underwent desilylation via one-electron oxidation with VO (OEt) Cl 2, which was applied to the cross-coupling with the less oxidizable allylic silanes to give the corresponding 1, 5-hexadienes. Chlorination or aromatization based on desilylation was observed on treatment of benzyltrimethylsilane or 3-ethoxycarbonyl-2-methyl-5- trimethylsilyl-5-phenyl-4, 5-dihydrofuran with VO (OEt) Cl 2-Me 3 SiOTf, respectively.