A Dissertation Presented to the Faculty of the Graduate School of Arts and Sciences of Braitdeis University, Waltham , Massachusetts
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Date
1978-08
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Addis Ababa Universty
Abstract
2,3- Diaroylbutanes were selectively converted with high
stereospecificity to 2,5~diaryl“3,4-dimethylfurans or 2,3-
diarylbutanes. The racemic forms of the dibenzylbutane
lignans, dihydroguaiaretic acid dimethyl ether 26a, austrobilignan-
5 26b and austrobilignan-6 26 e * and the diaryltetrahydrofuran
lignans, veraguensin 27a and its piperonyl analogue
27 b have been readily synthesized. The synthesis of the
dissimilar substituted 2^"diaryltetrahydrofuran austrobilignan-
7 27er was limited by isomer formation and separation
difficulty. A short convenient synthesis of the aryltetralin
lignan, galbulin 37a and the all-trans tetrahydrofuran lignan,
/
galbelgiri 31a are also reported. 1,4- Diarylbutanes undergo yield dibenzo [a,c] cyclooctenes. Short synthetic routes to
the lignan , (+ )-deoxyschizandrin 43d have been developed from
3,4, 5-trimethoxypropiophenone.
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Arts and Sciences