A Dissertation Presented To The Faculty Of The Graduate School Of Arts And Sciences Of Braitdeis University Waltham Massachusetts

2,3- Diaroylbutanes were selectively converted with highrnstereospecificity to 2,5~diaryl“3,4-dimethylfurans or 2,3-rndiarylbutanes. The racemic forms of the dibenzylbutanernlignans, dihydroguaiaretic acid dimethyl ether 26a, austrobilignan-rn5 26b and austrobilignan-6 26 e * and the diaryltetrahydrofuranrnlignans, veraguensin 27a and its piperonyl analoguern27 b have been readily synthesized. The synthesis of therndissimilar substituted 2^"diaryltetrahydrofuran austrobilignan-rn7 27er was limited by isomer formation and separationrndifficulty. A short convenient synthesis of the aryltetralinrnlignan, galbulin 37a and the all-trans tetrahydrofuran lignan,rn/rngalbelgiri 31a are also reported. 1,4- Diarylbutanes undergo yield dibenzo [a,c] cyclooctenes. Short synthetic routes tornthe lignan , (+ )-deoxyschizandrin 43d have been developed fromrn3,4, 5-trimethoxypropiophenone.

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