Rhodium-catalyzed heterocycloaddition route to 1,3-oxazoles as building blocks in natural products synthesis
TETRAHEDRON(1993)
摘要
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 fomyldiazoacetate (diazomalonate half-ester half-aldehyde) gives 2-aryl-, 2-alkenyl-, or 2-alkyl-4-carboethoxy-1,3-oxazoles. These products are of potential importance as key intermediates in the synthesis of several oxazole-containing natural products and other heterocyclic systems.
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关键词
synthesis,heterocycloaddition route,rhodium-catalyzed
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