Stereoselective synthesis of furans by the Pd-catalyzed Oshima-Utimoto reaction.
[reaction: see text]. The Pd-catalyzed coupling of acyclic allylic alcohols with vinyl ethers was examined and found to proceed with 2.5-10 mol % of catalyst and to provide cyclic acetals with good stereoselection. The reaction is tolerant of a number of functional groups and can be used to generate quaternary centers in a stereoselective fashion.
Evans
Michael A
MA
Department of Chemistry, The University of North Carolina at Chapel Hill, 27599-3290, USA.
Morken
James P
JP
D002384:Catalysis; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D005663:Furans; D010165:Palladium