Tetrahedron

Latent inhibitors part 11. The synthesis of 5-spirocyclopropyl dihydroorotic acid

S Husbands, W Fraser, CJ Suckling, HCS Wood

文献索引：Husbands, Stephen; Fraser, William; Suckling, Colin J.; Wood, Hamish C. S. Tetrahedron, 1995 , vol. 51, # 3 p. 865 - 870

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被引用次数: 11

摘要

Approaches to the synthesis of 5-spirocyclopropyldihydroorotic acid are described. Difficulties were encountered in the lack of reactivity of diethyl 2-oxobutandicarboxylate and its derivatives towards cyclopropanation. Potential intermediates were prepared from ethyl 4- acetoxy-3-oxobutanoate but rearrangements involving ring expansion of the cyclopropane ring and hindrance towards condensation reactions of the ketone prevented formation of ...