Stereoselective Total Syntheses of (+)-exo- and (–)-exo-Brevicomins, (+)-endo- and (–) -endo-Brevicomins, (+)- and (–)-Cardiobutanolides, (+)-Goniofufurone

Abstract

Stereoselective total syntheses of aggregation pheromones (+)-exo-brevicomin (9a), (–)-exo-brevicomin (9b), (+)-endo-brevicomin (9c), (–)-endo-brevicomin (9d) and styryllactones (+)-cardiobutanolide (14a), (–)-cardiobutanolide (14b) and (+)-goniofufurone (19a) were achieved in good yields from enantiomerically pure highly functionalized furanoid glycal building blocks (1a–d) involving similar synthetic strategies, thus making these furanoid glycals highly useful building blocks in diversity-oriented synthesis (DOS).