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Plant-derived triterpenoid functionalization: synthesis of α-acyloxycarboxamides
1 , 2 , * 3 , * 2
1  Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Mexico
2  Departamento de Química, Universidad de Guanajuato
3  Instituto de Investigaciones Químico Biológicas, Universidad Michoacana de San Nicolás de Hidalgo
Academic Editor: Julio A. Seijas

Abstract:

The application of isocyanide-based multicomponent reactions for triterpenoid functionalization is few reported. Triterpenoids and their derivatives are an important class of natural products due to their potential applications as antibacterial, antifungal, and cytotoxic agents. Herein, we describe the use of ethanol as solvent in the Passerini reaction for the functionalization of masticadienonic acid isolated from fruits and peduncles of P. mexicana. A small series of α-acyloxycarboxamides was synthesized with moderate yields of 33 to 57%, evaluating and extending the scope of the aldehyde component.

Keywords: triterpenoid; IMCR; Passerini-3CR; α-acyloxycarboxamide
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