Stereoselective direct copper-catalyzed alkenylation of oxazoles with bromoalkenes.
A copper-catalyzed direct alkenylation of oxazoles with bromoalkenes has been developed. The method is both regio- and stereoselective and tolerates a variety of functional groups. A wide range of 2-E-vinyl-substituted oxazoles were obtained in high yields including the highly fluorescent alkaloid annuloline.
Besselièvre
François
F
Univ Paris-Sud, Orsay F-91405, France.
Piguel
Sandrine
S
Mahuteau-Betzer
Florence
F
Grierson
David S
DS
D000475:Alkenes / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D010080:Oxazoles / Q000737:chemistry*; D013237:Stereoisomerism; D020058:Styrene / Q000737:chemistry; D013379:Substrate Specificity
D000475:Alkenes; D001965:Bromides; D010080:Oxazoles; D020058:Styrene; D003300:Copper