Abstract

Vinyl-containing lupane- and oleanane-type C-3 and C-28 esters were synthesized from betulin and A-secotriterpene alcohols. The reaction of 2,3-secolupane alcohol 5 with vinylacetic acid produced ester 8 and a recyclization product, methyl 2β,3β-dihydroxylup-20(29)-en-28-oate (13), which was formed quantitatively in the reaction of 5 with maleic acid.

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