Mergott Dustin J, Frank Scott A, Roush William R
Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109-1055.
Org Lett. 2002 Sep 5;4(18):3157-60. doi: 10.1021/ol026540d.
[reaction: see text] A concise synthesis of the spinosyn A tricyclic nucleus 27 has been developed by a route featuring a one-pot tandem intramolecular Diels-Alder reaction and intramolecular vinylogous Morita-Baylis-Hillman cyclization in which five stereocenters in tricycle 10 are set with excellent selectivity.
[反应:见正文] 已开发出一种简洁合成多杀菌素A三环核心结构27的方法,该路线的特点是一锅串联分子内狄尔斯-阿尔德反应和分子内插烯式森田-贝利斯-希尔曼环化反应,其中三环化合物10中的五个立体中心以优异的选择性构建。