Synthesis of Perhydrofuro [2, 3??b] furans from Isopentenyl Alcohol through Carbonyl??Ene and Wacker??Type Reactions

…, M Rodríguez??Fernández, D Sánchez…

Index: Alonso, Francisco; Rodriguez-Fernandez, Mamen; Sanchez, Daniel; Yus, Miguel European Journal of Organic Chemistry, 2011 , # 32 p. 6459 - 6469

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Citation Number: 4

Abstract

Abstract 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.