The Journal of Organic Chemistry

Synthesis of N1-(4-hydroxy-1, 2-butadien-1-yl) thymine an analog of 3'-deoxythymidine

S Phadtare, J Zemlicka

文献索引：Phadtare, Shashikant; Zemlicka, Jiri Journal of Organic Chemistry, 1989 ,  vol. 54,  # 15  p. 3675 - 3679

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被引用次数: 23

摘要

This result indicated that thymallene Id was formed but it suffered hydrolysis and subsequent retro-aldol cleavage to give 8. However, reflux of compound 3d in 1 M NaOH for 1 h afforded oxacyclopentene 9d in 58% yield, which must have arisen via thymallene (Id). Similar transformations of butynols 3a-c were reported previously. 2 It seems plausible on the basis of steric considerations, namely, the proximity of the thymine 2-carbonyl group to the ...