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Syntheses of lignans from 2,3-diarolybutanes

1978; Issue: 10 Linguagem: Inglês

10.1039/p19780001147

2050-8255

Tesfaye Biftu, Braja G. Hazra, Robert Stevenson, John R. Williams,

Traditional and Medicinal Uses of Annonaceae

2,3-Diarolybutanes can be selectively converted with high stereospecificity into 2,5-diaryl-3,4-dimethylfurans or 2,3-diarylbutanes. The racemic forms of the dibenzylbutane ligans, dihydroguaiaretic acid dimethyl ether (2), austrobilignan-5 (12), and austrobilignan-6 (14) and the diaryltetrahydrofuran lignans, veraguensin (3) and its piperonyl analogue (10) have been readily synthesized. A short convenient synthesis of the aryltetralin lignan, galbulin (5) and the all-trans-tetrahydrofuran lignan, galbelgin (6) are also reported.