Smith Amos B, Davulcu Akin H, Kürti Laszló
Department of Chemistry, Monell Chemical Senses Center and Laboratory for Research on the Structure of Matter, University of Pennsylvania, Philadelphia, Pennsylvania 19104, USA.
Org Lett. 2006 Apr 13;8(8):1665-8. doi: 10.1021/ol060290+.
[structure: see text] A stereocontrolled total synthesis of (+)-nodulisporic acid F, the simplest member of a family of novel ectoparasiticidal agents, has been achieved. Highlights of the effective modular synthetic strategy include anionic union of a tricyclic lactone with o-toluidine via our 2-substituted indole synthetic protocol, an optimized C-ring construction protocol, and a late-stage installation of the alpha,beta-unsaturated carboxylic acid side chain via the B-alkyl Suzuki-Miyaura cross-coupling tactic.
[结构：见正文] 已实现了新型杀外寄生虫剂家族中最简单成员（+）-节孢酸F的立体控制全合成。有效模块化合成策略的亮点包括通过我们的2-取代吲哚合成方案使三环内酯与邻甲苯胺进行阴离子结合、优化的C环构建方案以及通过B-烷基铃木-宫浦交叉偶联策略在后期安装α,β-不饱和羧酸侧链。
