Stereoselective syntheses of substituted pterocarpans with anti-HIV activity, and 5-aza-/5-thia-pterocarpan and 2-aryl-2,3-dihydrobenzofuran analogues

被引：109

作者：

Engler, TA ^{[1
]}

LaTessa, KO ^{[1
]}

Iyengar, R ^{[1
]}

Chai, WY ^{[1
]}

Agrios, K ^{[1
]}

机构：

[1] UNIV KANSAS,DEPT CHEM,LAWRENCE,KS 66045

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1996年 / 4卷 / 10期

关键词：

pterocarpans; azapterocarpans; thiapterocarpans; HIV; 2-aryl-2,3-dihydrobenzofurans;

D O I：

10.1016/0968-0896(96)00192-7

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid-promoted reactions of 2-alkoxy-1,4-benzoquinones with 2H-chromenes and N-tosyl-3,2-dihydroquinolines, respectively. Similarly, benzannulated analogues are prepared via reactions of 5-alkoxy-1,4-naphthoquinones with chromenes, and related 2-aryl-2,3-dihydrobenzofurans result from reactions of styrenes with the quinones. Syntheses of 5-thiapterocarpans are also described utilizing Pd(0)-coupling of o-chloromercuriophenols with 2H-chromenes. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：1755 / 1769

页数：15

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