637029-42-6Relevant articles and documents
Enantioselective Synthesis of γ,δ-Disubstituted β-Hydroxy δ-Lactones from Furans: Synthesis of (+)-Prelactone B and its C-4 Epimer
Csák?, Aurelio G.,Mba, Myriam,Plumet, Joaquín
, p. 2092 - 2094 (2007/10/03)
A new method for the enantioselective synthesis of γ,δ- disubstituted β-hydroxy δ-lactones (5,6-dialkyl-5,6-dihydropyran-2- ones) is reported and exemplified for (+)-prelactone B and its C-4 epimer. Our approach is based on the ring-enlargement of suitably functionalized optically pure 4-hydroxycyclopentanones, which are readily obtained from chiral 4-hydroxycyclopent-2-enones derived from furans. The procedure is amenable to the large-scale synthesis of the title compounds.