title: Syntheses of 2,5-disubstituted dihydrofurans from gamma-substituted chiral allenamides.
abstract: [reaction: see text] Details of a synthesis of dihydrofurans using gamma-substituted chiral allenamides are described here. Some transformations of these dihydrofurans are also examined including a highly stereoselective dihydroxylation and a rare account of a Lewis acid-mediated removal of an N-acyl substituent at the anomeric carbon of a tetrahydrofuran ring system. These studies provide further support for the synthetic utility of allenamides.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: Craig R
authors.initials: CR
authors.lastname: Berry
authors.forename: Richard P
authors.initials: RP
authors.lastname: Hsung
authors.forename: Jennifer E
authors.initials: JE
authors.lastname: Antoline
authors.forename: Matthew E
authors.initials: ME
authors.lastname: Petersen
authors.forename: Rameshkumar
authors.initials: R
authors.lastname: Challeppan
authors.forename: Jessica A
authors.initials: JA
authors.lastname: Nielson