Selective formation of a vicinal dinitro derivative via nitrosochlorination of the sesquiterpene lactone achillin

被引：2

作者：

Adekenov, SM

Alebastrov, OV

Raldugin, VA

Bagryanskaya, IY

Gatilov, YV

Shakirov, MM

Kulyyasov, AT

Tolstikov, GA

机构：

[1] Minist Educ & Sci Republ Kazakhstan, Inst Phytochem, Karaganda 470032, Kazakhstan

[2] Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Div, Novosibirsk 630090, Russia

来源：

CHEMISTRY OF NATURAL COMPOUNDS | 2001年 / 37卷 / 03期

基金：

俄罗斯基础研究基金会;

关键词：

sesquiterpenoids; guaianolides; achillin; nitrosochlorination; nitrocompound; x-ray structure analysis;

D O I：

10.1023/A:1012509821962

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Bubbling gaseous nitrosylchloride through a chloroform solution of the guaianolide achillin produces very lowly but selectively 1,10-dihydro-1alpha,10alpha-dinitroachillin. This product rapidly, quantitatively, and irreversibly isomerizes into the dinitrocarboxylic acid with retention of the guaian carbon skeleton upon dissolution in pyridine. The structures of the new compounds were found by x-ray structural analysis.

引用

页码：228 / 233

页数：6