Construction of AE ring system for the C19-diterpenoid alkaloids with a 5β-hydroxyl group
作者:Zhan-Kun Yang、Qiao-Hong Chen、Feng-Peng Wang
DOI:10.1016/j.tet.2011.04.062
日期:2011.6
An AE azabicyclic fragment, with a β-hydroxyl group at C-5 and a substituent at C-1, of the C19-diterpenoid alkaloids, was synthesized. The key reactions include an intramolecular Claisen-type condensation, double Mannich reaction, and stereoselective nucleophilic addition of carbonyl group with the assistance of steric effect of 1β-substituent.
合成了C 19-二萜生物碱的在C-5具有β-羟基且在C-1具有取代基的AE氮杂双环片段。关键反应包括分子内克莱森型缩合,双重曼尼希反应和在1β取代基的空间效应的帮助下羰基的立体选择性亲核加成。