Stereoselective synthesis of pyrrolizidine alkaloids via substituted nitrones

Abstract
The 3,5-disubstituted pyrrolizidine alkaloid (8) has been synthesised using, as a key step, the cyclisation of the allenic oxime E-(3) to generate a 5-substituted nitrone (4); under the same cyclisation conditions Z-(3) reacts via oxygen to give (9).

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