Synthetic study of hetisine-type aconite alkaloids. Part 2: Preparation of hexacyclic compound lacking the C-ring of the hetisan skeleton
Synthetic study of hetisine-type aconite alkaloids. Part 2: Preparation of hexacyclic compound lacking the C-ring of the hetisan skeleton
复制标题
DOI：
10.1016/j.tet.2006.04.085
复制
发表时间：
2006-07-17
期刊：
影响因子：
2.1
通讯作者：
Natsume, Mitsutaka
中科院分区：
文献类型：
--
作者：
Muratake, Hideaki;Natsume, Mitsutaka
以前文报道的中间体3为原料，合成了一种六环化合物1，其具有几乎全的Hetisine类型的乌头生物碱骨架，仅缺少带有亚甲基的C环。该合成包括以下几个关键反应：3到4的关键转化，从4到5的立体选择性氢氰化反应，以及氮杂双环体系的构建(5-gt；1)。(C)2006爱思唯尔有限公司。保留所有权利。
A hexacyclic compound 1, having almost the full hetisine-type aconite alkaloid framework lacking only the C-ring with an exo-methylene group, was synthesized from the intermediate 3 reported in the preceding paper. The synthesis involved the following key reactions the crucial conversion of 3 to 4, a stereoselective hydrocyanation reaction to obtain 5 from 4, and construction of the azabicyclic ring system (5 -> 1). (c) 2006 Elsevier Ltd. All rights reserved.