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Updated: Jun 26, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Ti(III)-promoted radical cyclization of epoxy enones. Total synthesis of (+)-paeonisuffrone
María Martín-Rodríguez1, Raquel Galán-Fernández, Andrés Marcos-Escribano
1Departamento de Química Orgánica, Universidad de Salamanca, 37008 Salamanca, Spain.
Abstract:
The total synthesis of (+)-paeonisuffrone starting from (+)-10-hydroxycarvone is described. The key step of our synthetic strategy is a titanium-catalyzed stereoselective cyclization initiated by epoxide opening through electron transfer. This reaction stereoselectively affords the highly oxygenated pinane skeleton present in the target molecule and opens a new and effective approach to the synthesis of the complex, biologically active terpenoids isolated from the roots of the Chinese paeony (Paeonia albiflora Pallas and Paeonia suffruticosa Andrews).
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