A stereoselective synthesis of silylated polyunsaturated halides from α,β-epoxysilanes
A stereoselective synthesis of silylated polyunsaturated halides from α,β-epoxysilanes
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DOI:
10.1016/s0040-4020(00)01010-3
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发表时间:
2001-01-14
期刊:
影响因子:
2.1
通讯作者:
Punzi, A
中科院分区:
文献类型:
--
作者:
Babudri, F;Fiandanese, V;Punzi, A
A new synthetic approach to silylated polyunsaturated halides has been developed, starting from the readily available (1E,3E)-1,4-bis(trimethylsilyl)-1,3-butadiene and (3E)-1,4-bis(trimethylsilyl)-3-buten-1-yne. A simple epoxidation reaction, followed by regioselective cl-opening of the epoxide ring by metal halides affords the corresponding halohydrins with a high degree of stereoselectivity. A subsequent p-elimination reaction from these compounds leads to (Z,E)-dienyl halides and to (Z)-enyne halides. (C) 2001 Elsevier Science Ltd. All rights reserved.