An antibacterial fungal nonanolide – mangiferaelactone – has been synthesized for
the first time using d-ribose as the starting material. The synthesis includes the coupling of the alcohol
and acid fragments of the molecule employing Yamaguchi esterification protocol followed
by intramolecular ring-closure metathesis. The method has efficiently constructed
the ten-membered lactone skeleton of the compound with four stereogenic centers containing
appropriate functionalities.
Key words
mangiferaelactone - nonanolide - total synthesis -
d-ribose - intramolecular ring-closing metathesis