Total Synthesis of an Antifouling Marine Furanosesquiterpene

Abstract

An antifouling sesquiterpene isolated from Sinularia sp. was synthesized from citronellyl acetate in eight steps and 9% overall yield. The furan moiety was constructed using a multifunctional sulfone reagent.

Marine natural products

“…580 First syntheses were reported for paralemnolide A (Paralemnalia thyrsoides), 581 (À)-pavidolide B (Sinularia pavida), 582 an un-named furanosesquiterpene (Sinularia sp. ), 583 7-acetylsinumaximol B (cultured Sinularia sandensis), 584 caribenols A and B (Pseudopterogorgia sp. ), 585 and rac-verrubenzospirolactone (Sinularia verruca) and its proposed biosynthetic precursor capillobenzopyranol (Sinularia capillosa) have been achieved.…”