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Updated: May 29, 2025

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
Published on: June 13, 2022
Syntheses and crystal structures of the imides 4-(2-phenyl-eth-yl)- and
Jonathan P Bajko1, Richard J Staples2, Shannon M Biros1
1Department of Chemistry Grand Valley State University,Allendale MI 49401 USA.
Abstract:
The syntheses and characterization (NMR and XRD) of two substituted [2.2.2]bi-cyclo-octene ring systems are described here. The cyclo-hexene rings of these systems adopt a nearly perfect boat conformation according to analysis using Cremer-Pople parameters. Both structures contain a nearly planar imide ring that is oriented endo relative to a bridgehead cyclo-propyl ring. 4-(2-Phenyl-eth-yl)-4-aza-tetra-cyclo-[5.3.2.02,6.08,10]dodec-11-ene-3,5-dione, C19H19NO2, is substituted with a phenylethyl group that hosts C-H⋯π inter-actions in the crystal. 4-[2-(4-Hy-droxy-phen-yl)eth-yl]-4-aza-tetra-cyclo-[5.3.2.02,6.08,10]dodec-11-ene-3,5-dione, C19H19NO3, bears a 4-hy-droxy-phenylethyl group on the imide ring and contains O-H⋯O and C-H⋯O hydrogen bonds.
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