63398-39-0

Upstream product

• 69813-31-6 (1S,4S,5S,8S)-4,8-bis(3,4-methylenedioxyphenyl)-3,7-dioxabicyclo[3.3.0]octane-2,6-dione 
• 69813-31-6 2,6-Bis<3,4-(methylenedioxy)phenyl>-3,7-dioxabicyclo<3.3.0>octane-4,8-dione 
• 2373-80-0 3,4-methylenedioxy-trans-cinnamic acid 

Downstream Products

• 133-03-9 sesamin 

Relevant academic research and scientific papers

An efficient asymmetric synthesis of furofuran lignans: (+)-Sesamin and (-)-sesamin

An efficient synthesis of (+)-sesamin 1a and (-)-sesamin 1b is described. The key reactions include highly stereoselective aldol condensation of piperonal 7 with the dianion of chiral oxazolidinone 8, followed by intramolecular ring cyclization of aldol product 11 in high yield.

Synthesis of 2,6-Diaryl-4,8-dihydroxy-3,7-dioxabicyclooctanes

A series of 2,6-diaryl-4,8-dihydroxy-3,7-dioxabicyclooctanes, including 4,8-dihydroxysesamin, a naturally occurring lignan, have been prepared via the corresponding dilactones.The 1H and 13C n.m.r. spectra have been compared and the bistoluene-p-sulphonate of 4,8-dihydroxyeudesmin has been reduced by lithium aluminium hydride to give (+/-)-eudesmin.Since this synthesis does not involve ring-opened intermediates and starts from a dilactone of established structure, it represents the first unequivocal synthesis of such a lignan.