Easy Access to 5-Alkyl-4-bromo-2(5H)-furanones: Synthesis of a Fimbrolide, an Acetoxyfimbrolide, and Bromobeckerelide
摘要:
Treatment of gamma-monosubstituted allenic esters with N-bromosuccinimide in water yields 5-alkyl-4-bromo-2(5H)-furanones, that can be transformed into 5-alkylidene-4-bromo-2(5H)-furanones in good overall yields. Starting with a simple allenic ester these transformations have been applied to a new synthesis of fimbrolide (1a), acetoxyfimbrolide (1c), and bromobeckerelide (2a).