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
收藏
页码：1687 / 1691
页数：5
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