Carbonium ion rearrangements in the deltacyclane ring system. IV. Solvolytic reactions of exo-7-isodeltacyclyl brosylate

PK Freeman, BK Stevenson, DM Balls…

文献索引：Freeman,P.K. et al. Journal of Organic Chemistry, 1974 , vol. 39, # 4 p. 546 - 553

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被引用次数: 8

摘要

The synthesis of exo-7-isodeltacyclyl acetate was accomplished by conversion of the appropriate Diels-Alder adduct of ethyl trans-P-acetoxyacrylate and cyclopentadiene to exo- 5-acetoxy-endo-6-chlorocarbonylnorbornene, which was used to prepare exo-7- acetoxyisodeltacyclan-5-one, uia intramolecular carbenoid addition brought about by Cu (I1)- catalyzed decomposition of exo-5-acetoxy-endo-6-diazoacetylnorbornene. Reduction of ...