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Updated: Oct 7, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Synthesis and crystal structure of N-benzyl-5,6-ep-oxy-7-oxabi-cyclo-[2.2.1]heptane-2,3-dicarboximide
Joseph F DeJesus1, Mary Helene Marmande2, Bailey N Baxter2
1Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Nagoya 464-8601, Japan.
Abstract:
The title compound, C15H13NO4, is an analog of a well-known cytotoxic mol-ecule, canthardin. The compound possesses a 3/5/5/5 contiguous stereo-defined ring network, which features cyclic furan, oxirane and cyclic carboxamide moieties. The flexibility of the N-benzyl unit allows for supra-molecular chiral (but racemic) packing in the extended crystal structure. The inter-molecular inter-actions in the crystal are dominated by H⋯H and O⋯H van der Waals inter-actions, as shown by Hirshfeld analysis.
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