Work

Total Synthesis of the Oligostilbenes Anigopreissin A and Fuliginosin A

Year: 2026

Type: article

Abstract: A convergent synthesis of the natural stilbenes anigopreissin A and fuliginosin A is presented. The key step involves a copper-catalyzed heteroannulation between an oxime acetate and a 4-substituted 1,3-cyclohexanedione, yielding a suitably substituted benzofuran-4-one via a mechanism that does not involve radicals. The use of methoxymethyl (MOM) ethers as protecting groups ensures the expedited completion of the sequence. The scope established for the heterocyclization suggests that this approach may be adapted to synthesize additional stilbenes.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c05397

Authors: Aldahir Ramos Orea, Valeri Martínez-Barrita, Arturo Mejía-Galindo, Rubén O. Torres-Ochoa

Institution: Universidad Nacional Autónoma de México

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: University of California Institute for Mexico and the United States, Consejo Nacional de Ciencia y Tecnología, Dirección General de Asuntos del Personal Académico, Universidad Nacional Autónoma de México