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Updated: Aug 10, 2026
Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Simple procedures for preparing putative toxic metabolites of pyrrolizidine alkaloids
A R Mattocks1, R Jukes, J Brown
1M.R.C. Laboratories, Carshalton, Surrey, U.K.
Abstract:
New procedures are described for converting unsaturated pyrrolizidine alkaloids to chemically reactive pyrrolic esters (dehydro-alkaloids), which are probable primary toxic metabolites formed from these alkaloids in vivo. Preparations of dehydro-necines, including dehydroretronecine (DHR) are also described. Dehydrocrotanecine, and four new dehydro-alkaloids, are described for the first time. The methods give superior yields to earlier procedures, do not require a high degree of chemical expertise, and are particularly suitable for making small amounts of compounds for toxicological experiments.
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