手性六氢呋喃[2,3-b]吲哚骨架的不对称合成

Asymmetric Synthesis of Chiral Hexahydrofuro [2,3-b] Indole Framework

本文以廉价易得的靛红为起始原料,经氨基保护、缩合反应、非对映选择性雷福尔马茨基反应、脱保护、分子内环化5步反应合成了手性六氢呋喃[2,3-b]吲哚,总收率为44.37%。利用核磁共振对各中间体及目标化合物的结构进行了表征。

A route for the synthesis of the target product chiral hexahydrofuro [2,3-b] indole was designed with isatin as the starting material, which was composed of 5 steps including amino protection, condensation reaction,diastereoselective Reformatsky-type reaction, deprotection and intramolecular cyclization, and the total yield was44.37%. The structures of these intermediates and the target molecular were characterized by Nuclear Magnetic Resonance(NMR).