SÍNTESE ESTEREOSSELETIVA DE COMPOSTOS CALCOGENOESTERÓIDES

• Ano de defesa: 2009
• Autor(a) principal: Souza, Diego de
• Orientador(a): Rodrigues, Oscar Endrigo Dorneles
• Tipo de documento: Dissertação
• Tipo de acesso: Acesso aberto
• Idioma: por
• Instituição de defesa: Universidade Franciscana
• Programa de Pós-Graduação: Mestrado Acadêmico em Nanociências
• Departamento: Biociências e Nanomateriais
• País: BR
• Palavras-chave em Português: Nanociências
• Área do conhecimento CNPq: CNPQ::ENGENHARIAS
• Link de acesso: http://tede.universidadefranciscana.edu.br:8080/handle/UFN-BDTD/240; http://www.tede.universidadefranciscana.edu.br:8080/handle/UFN-BDTD/321

In this work was developed a new methodology to obtain chacogenosteroids derivatives from a regio and stereoselective epoxide ring opening employing nucleophilic chalcogenium species. To this, cholesterol was chose as starting material due the characteristic of this compound: easy acquisition, relatively cheap and with defined stereochemistry. The insertion of chalcogenides to steroids moiety was performed employing two methodologies. To obtain the compounds 4, the chalcogenium addition was performed by cleavage of dichalcogenides bonds under reducing conditions, leading to formation of the chalcogenolates species. For the compound 5, the incorporation was performed using Li2Se2 as nucleophilic selenium species. The chalcogensteroids were obtained with reasonable yields, showing a significant electronics influence and employing simple reactions.