Synthetic studies on the streptogramin antibiotics. Enantioselective synthesis of the oxazole dienyl amine moiety

…, JP Lawson, DG Walker, RJ Linderman

Index: Meyers; Lawson; Walker; Linderman Journal of Organic Chemistry, 1986 , vol. 51, # 26 p. 5111 - 5123

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Citation Number: 71

Abstract

The syntheses of the oxazole dienyl amine portions of griseoviridin (2) and madumycin I1 (3) have been completed in optically active form. The novel preparation of a functionalized oxazole ring and the unique diastereomeric resolution of a 1, 3-dihydroxy compound are described. The stereospecific synthesis of a dienylphthalimide by means of tributylvinylphosphonium bromide on a complex aldehyde has also been demonstrated.