Synthesis of the 1,2,4-Thiadiazole Alkaloid Polyaurine B

被引：12
|
作者：
Anstis, Daniel G. [1 ]
Lindsay, Ashley C. [1 ]
Sohnel, Tilo [1 ]
Sperry, Jonathan [1 ]
机构：
[1] Univ Auckland, Sch Chem Sci, Auckland 1010, New Zealand
来源：
JOURNAL OF NATURAL PRODUCTS | 2020年 / 83卷 / 05期
关键词：
ROOT;
D O I：
10.1021/acs.jnatprod.0c00166
中图分类号：
Q94 [植物学];
学科分类号：
071001 ;
摘要：
A short synthesis of the natural product polyaurine B is described. The 1,2,4-thiadiazole heterocycle was assembled using a Cu(II)-mediated heterocyclization reaction that forges the N-S bond. The final acylation step to install the methylcarbamate must be conducted under anhydrous, nonbasic conditions to prevent thiadiazole ring opening initiated by attack of hydroxide at C-5.
引用
收藏
页码：1721 / 1724
页数：4
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