An O-to-N intramolecular acyl migration in C19-diterpenoid alkaloids

被引：0
|
作者：
Chen, Qi-Feng [1 ]
Jian, Xi-Xian [1 ]
Chen, Qiao-Hong [1 ]
Wang, Feng-Peng [1 ]
机构：
[1] Sichuan Univ, W China Coll Pharm, Dept Chem Med Nat Prod, Chengdu 610041, Peoples R China
来源：
JOURNAL OF ASIAN NATURAL PRODUCTS RESEARCH | 2012年 / 14卷 / 06期
基金：
中国国家自然科学基金;
关键词：
C-19-diterpenoid alkaloid; neoline; 15; alpha-hydroxylneoline; intramolecular acyl migration; NORDITERPENOID ALKALOIDS; DERIVATIVES;
D O I：
10.1080/10286020.2012.680444
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
The O-acyl group at C-1 of two C-19-diterpenoid alkaloids 2 and 5 was transferred to the secondary amine nitrogen to form amides 3 and 6 in the basic condition. This kind of O-to-N intramolecular acyl migration could be caused by the near distance between the nucleophilic nitrogen atom and the carbonyl group of the ester at C-1 in the C-19-diterpenoid alkaloids, which is consistent with the conformation of rings A and E in the C-19-diterpenoid alkaloids.
引用
收藏
页码：586 / 591
页数：6
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