Synthesis of 5-alkyl-4-bromo-5-hydroxy-2(5h)-furanones and 5-alkylidene-4-bromo-2(5h)-furanones - Font, J.; Gracia, A.; de March, P. (Elsevier)
A new entry to 5-alkyl-4-bromo-5-hydroxy-2(5H)-furanones 8 and 5-alkylidene-4-bromo-2(5H)furanones 2 is described. | Treatment of monoalkylsubstituted allenic esters 4 with NBS and water in the darkness yields β-bromo-γ,β-butenolides 5, that are easily transformed into 5-alkyl-4-bromo-5-hydroxy-2(5H)-furanones 8 and 5-alkylidene-4-bromo-2(5H)-furanones 2.
http://linkinghub.elsevier.com/retrieve/pii/S0040-4039(00)97887-0
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