Anionic O → α- and β-Vinyl Carbamoyl Translocation of 2-(<i>O</i>-Carbamoyl) Stilbenes
作者:Mark A. Reed、Michelle T. Chang、Victor Snieckus
DOI:10.1021/ol049740t
日期:2004.7.1
[reaction: see text] New anionic oxygen to alpha- and beta-vinyl carbamoyl migration reactions, 17a and 26a-c --> 18 and 30a-c, proceed under LDA-mediated conditions leading stereoselectively to highly substituted stilbenes bearing electron-donating and -withdrawing substituents. Compounds 17a and 26a-c are prepared by combination of efficient, directed ortho metalation, Sonogashira, and Suzuki-Miyaura
[反应:参见正文]在LDA介导的条件下,新的阴离子氧向α-和β-乙烯基氨基甲酰基迁移反应17a和26a-c-> 18和30a-c发生,立体选择性地导致具有电子给体的高度取代的对苯二酚-和-取代的取代基。化合物17a和26a-c是通过有效的,定向的邻位金属化,Sonogashira和Suzuki-Miyaura交叉偶联程序的组合来制备的。