Synthesis of (±)-isocycloheximde.

Abstract

Isocycloheximide is a glutarimide antibiotic that exhibits antibacterial and moderate anti-cancer activity. The total synthesis of (±)-isocycloheximide was achieved using Diels-Alder and diastereoselective reduction reactions as key steps providing the biologically critical six-membered ring moiety. Subsequently, diastereoselective synthesis was achieved through stereoselective reduction, using the allylic hydroxy group as a directing group.

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