81902-89-8Relevant articles and documents
Synthesis of 2,6-Diaryl-4,8-dihydroxy-3,7-dioxabicyclooctanes
Pelter, Andrew,Ward, Robert S.,Watson, Derrick J.,Collins, Peter,Kay, I. Trevor
, p. 175 - 182 (2007/10/02)
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.