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

TA Engler, KO LaTessa, R Iyengar, W Chai…

Index: Engler, Thomas A.; LaTessa, Kenneth O.; Iyengar, Rajesh; Chai, Wenying; Agrios, Konstantinos Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 10 p. 1755 - 1769

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Citation Number: 93

Abstract

Oxygenated pterocarpans and 5-azapterocarpans are prepared utilizing Lewis acid- promoted reactions of 2-alkoxy-1, 4-benzoquinones with 2H-chromenes and N-tosyl-1, 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- ...