Zwitterionic Phosphonium Sulfonates as Easily Phase-Separable Ion-Tagged Wittig Reagents

Zwitterionic Phosphonium Sulfonates as Easily Phase-Separable Ion-Tagged Wittig Reagents
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DOI:
10.1021/jo801418a
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发表时间:
2008-11-07
影响因子:
3.6
通讯作者:
Chan, Tak Hang
Chan, Tak Hang
中科院分区:
化学2区
文献类型:
--
作者:
Huo, Congde;He, Xun;Chan, Tak Hang

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两性离子磺酸鏻 3 可方便地衍生自 TPPMS (1),可在溶液中用作 Wittig 试剂。过量的试剂和副产物 TPPMSO (6) 可以通过使用极性较小的溶剂进行简单沉淀,轻松地从产物烯烃中分离出来。由此获得的烯烃通常足够纯,无需色谱纯化。已经开发出用于合成 α,β-不饱和酯的一锅法方案并且似乎很方便。
Zwitterionic phosphonium sulfonates 3, conveniently derived from TPPMS (1), can be used as Wittig reagents in solution. The excess reagents and byproduct TPPMSO (6) can be easily separated from the product alkenes by simple precipitation With a less polar solvent. The alkenes thus obtained were often sufficiently pure without chromatographic purification. A one-pot protocol for the synthesis of alpha,beta-unsaturated esters has been developed and appears to be convenient.