【摘要】 以1,3-环己二酮和香叶醇为起始原料,通过12步反应,合成了具有3/6/5三环骨架的关键中间体4.其中关键反应有:[3,3]重排反应一步构筑两个相邻的全碳季碳中心;Grubbs-2nd催化剂催化的关环复分解反应构筑5元环;Simmons-Smith环丙烷化反应构筑3元环.更多还原

【Abstract】 A key intermediate 4 with 3/6/5 tricyclic core was synthesized in 12 steps from 1,3-cyclohexanedione and geraniol,paving the way for the total synthesis of Tenuipesine A.The developed synthetic strategy featured a [3,3]rearrangment reaction to introduce two contiguous all-carbon quaternary centers;a ring closing metathesis reaction was catalyzed by Grubbs-2nd catalyst to form a five-membered ring;and a Simmons-Smith reaction was utilized to construct a cyclopropane moiety.更多还原