SYNTHESIS OF NATURAL LIGNAN ARYLNAPHTHALENE LACTONES, DAURINOL AND RETROCHINENSIN

被引：19

作者：

ANASTAS, PT ^{[1
]}

STEVENSON, R ^{[1
]}

机构：

[1] BRANDEIS UNIV,DEPT CHEM,WALTHAM,MA 02254

来源：

JOURNAL OF NATURAL PRODUCTS | 1991年 / 54卷 / 06期

关键词：

D O I：

10.1021/np50078a035

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Two natural arylnaphthalene lignan lactones, daurinol [4] and retrochinensin [5], have been synthesized by a short reaction pathway from isovanillin. By heating in xylenes, the ester 3-benzyloxy-4-methoxyphenylpropargyl 3,4-methylenedioxyphenylpropiolate [14] yielded daurinol benzyl either [15] and 1-(3'-benzyloxy-4'-methoxyphenyl)-2-hydroxymethyl-6,7-methylenedioxy-3-naphthoic acid lactone [17]. Debenzylation of 15 gave daurinol [4], and debenzylation of 17 followed by methylation yielded retrochinensin [5].

引用

页码：1687 / 1691

页数：5