Crown ether catalyzed stereospecific synthesis of Z- and E-stilbenes by wittig reaction in a solid-liquid two-phases system
作者:Giuseppe Bellucci、Cinzia Chiappe、Giacomo Lo Moro
DOI:10.1016/0040-4039(96)00802-7
日期:1996.6
Potassium hydroxide and a catalytic amound of 18-crown-6 are used, in alternative to the classical Wittig conditions, to prepare very rapidly and stereoselectively Z- and E-stilbenes. In particular, the use of benzyltriphenylphosphonium iodides always leads to a complete Z- stereospecificity, while benzyldiphenylchlorophosphonium salts give a complete E-stereospecificity.
除经典的维蒂希条件外,还使用氢氧化钾和18冠-6的催化胺来制备非常快速且立体选择性的Z-和E-斯蒂苯二酚。特别地,使用苄基三苯基碘化碘总是导致完全的Z-立体特异性,而苄基二苯基氯膦盐给出完全的E-立体特异性。