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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
On the proposed structures and stereocontrolled synthesis of the cephalosporolides
Sami F Tlais1, Gregory B Dudley
1Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306-4390 USA.
Abstract:
The synthesis of four candidate stereoisomers of cephalosporolide H is described, made possible by a zinc-chelation strategy for controlling the stereochemistry of oxygenated 5,5-spiroketals. The same strategy likewise enables the first stereocontrolled synthesis of cephalosporolide E, which is typically isolated and prepared admixed with its spiroketal epimer, cephalosporolide F.
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