78657-19-9Relevant academic research and scientific papers
Regioselective Total Synthesis of Furoventalene, a Marine Natural Benzofuran, via the β-Vinylbutenolide Annulation
Kido, Fusao,Noda, Yoshihiro,Maruyama, Takao,Kabuto, Chizuko,Yoshikoshi, Akira
, p. 4264 - 4266 (1981)
The framework of furoventalene (1) was regioselectively constructed from methyl 2-formyl-6-methyl-5-heptenoate (12) and 2,5-dihydro-3-methyl-4-vinyl-2-furanone (10) by consecutive 1,6 conjugate addition and aldol-type cyclization to lead to a diastereomeric mixture of bicyclic butenolides 13a and 13b.Both of the annulation products were transformed into 1 by a sequence of reactions: reduction, hydrolysis, dehydrative decarboxylation, and dehydrogenation via intermediates 14-16.The stereochemistry of the annulation products 13a and 13b is also discussed.
