Pospísil Jirí, Pospísil Tomás, Markó István E
Université Catholique de Louvain, Département de Chimie, Bâtiment Lavoisier, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium.
Org Lett. 2005 Jun 9;7(12):2373-6. doi: 10.1021/ol050649e.
[reaction: see text] A novel modification of the classical Julia-Lythgoe olefination, using sulfoxides instead of sulfones, affords, after in situ benzoylation and SmI2/HMPA- or DMPU-mediated reductive elimination, 1,2-di-, tri-, and tetrasubstituted olefins in moderate to excellent yields and E/Z selectivity. The conditions are mild, and the procedure is broadly applicable.
[反应:见正文] 对经典的Julia-Lythgoe烯化反应进行了一种新颖的改进,使用亚砜代替砜,在原位苯甲酰化以及SmI₂/HMPA或DMPU介导的还原消除反应后,以中等至优异的产率和E/Z选择性得到1,2-二取代、三取代和四取代烯烃。该反应条件温和,且该方法具有广泛的适用性。