Tetrahedron

Rhodium-catalyzed heterocycloaddition route to 1, 3-oxazoles as building blocks in natural products synthesis

…, M Tebbe, AR Gangloff, P Helquist, B Åkermark

Index: Connell; Tebbe; Gangloff; Helquist; Akermark Tetrahedron, 1993 , vol. 49, # 25 p. 5445 - 5459

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Citation Number: 44

Abstract

Rhodium (II) acetate serves as a catalyst for the heterocycloaddition reaction of diazodicarbonyl compounds with nitriles to give functionalized 1, 3-oxazole derivatives in a simple one-step procedure. In particular, dimethyl diazomalonate undergoes this reaction to give 2-aryl-, 2-alkenyl-, or 2-alkyl-4-carbomethoxy-5-methoxy-1, 3-oxazoles, and ethyl formyldiazoacetate (diazomalonate half-ester half-aldehyde) gives 2-aryl-, 2-alkenyl-, or 2- ...