Tetrahedron

Search for a simpler synthetic model system for intramolecular 1, 3-dipolar cycloaddition to the 5, 6-double bond of a pyrimidine nucleoside

T Sasaki, K Minamoto, T Suzuki, S Yamashita

文献索引：Sasaki, Tadashi; Minamoto, Katsumaro; Suzuki, Toshimichi; Yamashita, Shunsuke Tetrahedron, 1980 , vol. 36, p. 865 - 870

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被引用次数: 79

摘要

In search for a simpler model system for the study of intramolecular thermal reactions between the base and 5'-functionalized sugar moiety in nucleosides, 1-(3-azidopropyl) uracil (2), 1-(4-azidobutyl) pyrimidines (12 and 13) and 1-(5-azidopentyl)-uracil (14) was synthesized through the corresponding ω-benzoyloxy-(6, 7 and 8) and ω-hydroxyalkyl- pyrimidines (9, 10 and 11). Heating 2 gave 1, N6-trimethylene-6-aminouracil (4), while ...