1358895-33-6Relevant articles and documents
Synthesis of perhydrofuro[2,3-b]furans from isopentenyl alcohol through carbonyl-ene and wacker-type reactions
Alonso, Francisco,Rodriguez-Fernandez, Mamen,Sanchez, Daniel,Yus, Miguel
, p. 6459 - 6469 (2011)
A range of 2-substituted perhydrofuro[2,3-b]furans have been synthesized in a stereoselective manner through a sequence involving the Lewis-acid catalyzed carbonyl-ene reaction of a protected isopentenyl alcohol with a variety of enophiles, deprotection of the corresponding monoprotected diols, and palladium-catalyzed intramolecular acetalization under Wacker-type reaction conditions. A new synthetic approach toward the synthesis of perhydrofuro[2,3-b]furans is described. The strategy is based on the carbonyl-ene reaction for a protected isopentenyl alcohol with several activated enophiles followed by deprotection and palladium-catalyzed intramolecular acetalization. Copyright