e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron
Synthesis of (9E)-isoambrettolide, a macrocyclic musk compound, using the effective lactonization promoted by symmetric benzoic anhydrides with basic catalysts
Two alternative methods for the synthesis of (9E)-isoambrettolide are established via the rapid lactonization of the free threo-aleuritic acid or its protected seco-acid using substituted benzoic anhydrides with basic catalysts. The most efficient lactonization of the threo-aleuritic acid is performed using 2-methyl-6-nitrobenzoic anhydride (MNBA) with a catalytic amount of 4-dimethylaminopyridine N-oxide (DMAPO).