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Updated: May 24, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Bicyclic oxygen heterocycles from γ,δ-unsaturated alcohols: synthetic targets inspired by blepharocalyxin D
Adam J Bunt1, Christopher D Bailey, Benjamin D Cons
1School of Chemistry, University of Bristol, UK.
Abstract:
trans-2,8-Dioxabicyclodecanes were prepared in high yield with the creation of up to three stereocenters in a single pot by the acid-mediated reaction of γ,δ-unsaturated alcohols with aldehydes (see scheme, Bn=benzyl). This versatile reaction enables the stereoselective introduction of substituents at the C3, C4, C7, and C9 positions of the bicyclic framework.
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