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Published on: July 29, 2014
A Nine-Step Formal Synthesis of (±)-Morphine
Julie Brousseau1, Amandine Xolin1, Louis Barriault1
1Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie-Curie , Ottawa , Canada K1N 6N5.
Abstract:
A nine-step stereoselective formal synthesis of (±)-morphine from readily available o-vanillin is presented. The carbocyclic structure of morphine was quickly assembled through an orchestration of the intermolecular Diels-Alder/Claisen/Friedel-Crafts sequential reaction. This approach involves many one-pot procedures and no protecting groups, and only a few chromatographic purifications are required.
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