A Synthesis of (1<i>E</i>,3<i>E</i>)-TMS Dienes from Keto-Xanthates via Chugaev-Type Elimination
作者:Kelvin Kau Kiat Goh、Sunggak Kim、Samir Z. Zard
DOI:10.1021/jo402169v
日期:2013.12.6
An efficient route leading to exclusively (1E,3E)-TMS dienes is described. Radical xanthate addition of keto-xanthates to vinyltrimethylsilane followed by one-pot Chugaev elimination/cyclization and in situ oxidation with m-CPBA afforded the corresponding TMS 2-sulfolenes. Isomerization to 3-sulfolenes by the action of DBU with the extrusion of sulfur dioxide in refluxing toluene gave the titled (1E,3E)-TMS dienes.
A new one-pot synthesis of silylated 1,3-dienes
作者:Yanchang Shen、Tielin Wang
DOI:10.1016/0040-4039(90)87029-y
日期:——
A new convenient one-pot synthesis of substituted silylated1,3-dienes starting from the commercial available substances is described.