147160-17-6Relevant articles and documents
Synthesis of 4-Alkyl-2(5H)-furanones
Kametani, Tetsuji,Katoh, Tadashi,Tsubuki, Masayoshi,Honda, Toshio
, p. 61 - 66 (2007/10/02)
An alternative method for the synthesis of 4-alkyl-2(5H)-furanones is described.Intramolecular carbene addition reaction of α-diazo compounds (4) in the presence of rhodium acetate or copper acetylacetonate furnished the bicyclic compounds (5), which were subjected to cyclopropane ring-opening reaction to give the 4-alkyl-4,5-dihydrofuran-2(3H)-ones (6) regioselectively.These compounds (6) were further converted into 4-alkyl-2(5H)-furanones (14) in several steps.Keywords - carbene; intramolecular addition; butenolide; cyclopropanation; ring-opening reaction