Efficient syntheses of oncinotine and neooncinotine

被引：17
|
作者：
Hou, DR [1 ]
Cheng, HY
Wang, EC
机构：
[1] Natl Cent Univ, Dept Chem, Jung Li City 320, Taoyuan, Taiwan
[2] Kaohsiung Med Univ, Grad Inst Pharmaceut Sci, Kaohsiung 807, Taiwan
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2004年 / 69卷 / 18期
关键词：
D O I：
10.1021/jo049526i
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have synthesized two natural alkaloids, oncinotine (1) and neooncinotine (2), by means of efficient ring-closing metathesis (RCM) reactions. The required dienes for RCM were assembled from three basic components: 2-allylpiperidine (5), 9-decenoic acid (6), and diamines 7. We developed two different methods to achieve the linkage: the Michael addition of acrylamide and two amidations of succinic anhydride. The Grubbs catalyst was used to form the 17- and 18-membered lactams in 50% and 68% yields, respectively.
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收藏
页码：6094 / 6099
页数：6
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