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Updated: Aug 29, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
cis- and trans-stereoselective epoxidation of N-protected 2-cyclohexen-1-ylamines
Peter O'Brien1, Amanda C Childs, Gareth J Ensor
1Department of Chemistry, University of York, Heslington, York YO10 5DD, UK. paob1@york.ac.uk
Abstract:
The first systematic study of the cis and trans stereoselectivity in the m-CPBA epoxidation of N-protected cyclic allylic amines has been completed. Mono-N-protected systems gave epoxides with cis stereochemistry (amides are better cis directors than sulfonamides or carbamates) whereas di-N-protected systems gave trans-epoxides (TsNBoc protection gave complete trans stereoselectivity). [structure: see text]
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