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A Nine-Step Formal Synthesis of (±)-Morphine.
Brousseau, Julie; Xolin, Amandine; Barriault, Louis.
Afiliação
  • Brousseau J; Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie-Curie , Ottawa , Canada K1N 6N5.
  • Xolin A; Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie-Curie , Ottawa , Canada K1N 6N5.
  • Barriault L; Center for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences , University of Ottawa , 10 Marie-Curie , Ottawa , Canada K1N 6N5.
Org Lett ; 21(5): 1347-1349, 2019 03 01.
Article em En | MEDLINE | ID: mdl-30785291
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.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2019 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2019 Tipo de documento: Article