The Journal of Organic Chemistry

A practical synthesis of racemic vinylglycine from (Z)-2-butene-1, 4-diol

DM Vyas, Y Chiang, TW Doyle

文献索引：Vyas, D. M.; Chiang, Y.; Doyle, T. W. Journal of Organic Chemistry, 1984 , vol. 49, # 11 p. 2037 - 2039

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被引用次数: 46

摘要

Notes bidimidate) 6, heating neat at 180-185" C for 1 h, underwent the rearrangement smoothly to the trichloroacetamide 10 (83%). Under similar conditions, the mono (imidate) 8 underwent extensive decomposition; however, a solution of 8 in tert-butylbenzene, ls after refluxing for-1 h, afforded alcohol 9 (68%). Interestingly, the same alcohol 9 was obtained in 80% yield after heating the dioxepine 7 under similar conditions. This is suggestive of an ...