Synthesis of 1, 1, 4, 4-tetrabromo-2-butenes and related compounds via desilylation-bromination of silylated 1, 3-butadiene derivatives

…, J Lu, F Bao, H Fan, Z Li, T Takahashi

文献索引：Xi, Zhenfeng; Liu, Xiaozhong; Lu, Jianming; Bao, Fengyu; Fan, Hongtao; Li, Zhiping; Takahashi, Tamotsu Journal of Organic Chemistry, 2004 , vol. 69, # 24 p. 8547 - 8549

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被引用次数: 34

摘要

The combination of zirconocene-mediated coupling of silylated alkynes with a protonation- desilylation or bromination-desilylation process afforded otherwise unavailable butadiene derivatives. When (E, E)-2, 3-dialkyl-1, 4-bis (trimethylsilyl)-1, 3-butadienes were treated with 3 equiv of Br2 in CH2Cl2,(E)-2, 3-dialkyl-1, 1, 4, 4-tetrabromo-2-butenes were obtained in excellent yields with perfect stereoselectivity.