Stereoselective additions of chiral (E)-crotylsilanes to thionium ions: asymmetric synthesis of homoallylic thioethers.

Stereoselective additions of chiral (E)-crotylsilanes to thionium ions: asymmetric synthesis of homoallylic thioethers.
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手性 (E)-巴豆基硅烷与锍离子的立体选择性加成:同烯丙基硫醚的不对称合成。

DOI:
10.1021/jo011025z
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发表时间:
2002
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Panek,JamesS
Panek,JamesS
中科院分区:
--
文献类型:
--
作者:
Liu,Ping;Binnun,EvaD;Schaus,JenniferV;Valentino,NicoleM;Panek,JamesS

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通过路易斯酸促进手性有机硅烷试剂与原位生成的硫离子之间的缩合反应,合成了立体化学上定义明确的同丙烯基硫醚。反应的立体化学过程与早期关于氧鎓离子丁基化的报道是一致的。
Stereochemically well-defined homoallylic thioethers3are synthesized via Lewis acid promoted condensation reaction between chiral organosilane reagents2andin situgenerated thionium ions. The stereochemical course of the reaction is consistent with earlier reports concerning crotylsilations of oxonium ions.