Fritz Jonathan A, Nakhla Josephine S, Wolfe John P
Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, MI 48109-1055, USA.
Org Lett. 2006 Jun 8;8(12):2531-4. doi: 10.1021/ol060707b.
A new strategy for the preparation of substituted imidazolidin-2-ones in two steps from readily available N-allylamines is described. Addition of the amine starting materials to isocyanates affords N-allylureas, which are converted to imidazolidin-2-one products with generation of two bonds and up to two stereocenters when treated with aryl bromides and catalytic amounts of Pd2(dba)3/Xantphos in the presence of NaO(t)Bu. [reaction: see text]
描述了一种从易得的N-烯丙基胺两步制备取代咪唑烷-2-酮的新策略。将胺起始原料加入异氰酸酯中得到N-烯丙基脲,当在叔丁醇钠存在下用芳基溴和催化量的Pd2(dba)3/Xantphos处理时,N-烯丙基脲会转化为咪唑烷-2-酮产物,同时形成两个键和最多两个立体中心。[反应:见正文]