Organoselenium Compounds: Chemistry and Applications in Organic Synthesis

Author:

Sonego Juan M.12,de Diego Sheila I.12,Szajnman Sergio H.12,Gallo‐Rodriguez Carola13ORCID,Rodriguez Juan B.12ORCID

Affiliation:

1. Departamento de Química Orgánica Facultad de Ciencias Exactas y Naturales Universidad de Buenos Aires Ciudad Universitaria, Pabellón 2 C1428EHA Buenos Aires Argentina

2. CONICET-Universidad de Buenos Aires Unidad de Microanálisis y Métodos Físicos en Química Orgánica (UMYMFOR) C1428EHA Buenos Aires Argentina

3. CONICET-Universidad de Buenos Aires Centro de Investigaciones en Hidratos de Carbono (CIHIDECAR) C1428EHA Buenos Aires Argentina

Abstract

AbstractSelenium, originally described as a toxin, turns out to be a crucial trace element for life that appears as selenocysteine and its dimer, selenocystine. From the point of view of drug developments, selenium‐containing drugs are isosteres of sulfur and oxygen with the advantage that the presence of the selenium atom confers antioxidant properties and high lipophilicity, which would increase cell membrane permeation leading to better oral bioavailability. In this article, we have focused on the relevant features of the selenium atom, above all, the corresponding synthetic approaches to access a variety of organoselenium molecules along with the proposed reaction mechanisms. The preparation and biological properties of selenosugars, including selenoglycosides, selenonucleosides, selenopeptides, and other selenium‐containing compounds will be treated. We have attempted to condense the most important aspects and interesting examples of the chemistry of selenium into a single article.

Funder

Secretaria de Ciencia y Tecnica, Universidad de Buenos Aires

Consejo Nacional de Investigaciones Científicas y Técnicas

Fondo para la Investigación Científica y Tecnológica

Publisher

Wiley

Subject

General Chemistry,Catalysis,Organic Chemistry

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