Thermal isomerization of isodicyclopentadiene and its cycloaddition reactions

…, GYM Iglesias, WH Watson, J Galloy

文献索引：Subramanyam, Ravi; Batlett, Paul D.; Iglesias, Graciela Y. Moltrasio; Watson, William H.; Galloy, Jean Journal of Organic Chemistry, 1982 , vol. 47, # 23 p. 4491 - 4498

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被引用次数: 30

摘要

Isodicyclopentadiene (4) undergoes a [1, 5] sigmatropic hydrogen shift at elevated temperatures (170-180" C) to form an isomeric, highly reactive diene intermediate 5 which readily undergoes [4+ 21 cycloaddition reactions with dienophiles like dichlorovinylene carbonate (DCVC, 8), vinylene carbonate (VC, 7), and maleic anhydride (9). In all cases addition to 5 occurs exclusively from the exo face. While 7 and 8 under these high- ...