Stereoselective Synthesis of Orthogonally Protected 1,2-Diaminoinositols from D-Mannose

We present herein a promising novel strategy for the transformation of sugar aldehydes into 1,2-diaminoinositols. This process, based on the sequential intermolecular aza-Henry reaction and intermolecular Henry reaction allowed the total synthesis of a 1,2-diaminoinositols with total stereochemical...

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Detalhes bibliográficos
Autor principal: Acurcio, Rita C. (author)
Outros Autores: Soengas, Raquel G. (author), Almeida Paz, Filipe A. (author), Silva, Artur M. S. (author)
Formato: article
Idioma:eng
Publicado em: 2017
Assuntos:
Texto completo:http://hdl.handle.net/10773/20528
País:Portugal
Oai:oai:ria.ua.pt:10773/20528
Descrição
Resumo:We present herein a promising novel strategy for the transformation of sugar aldehydes into 1,2-diaminoinositols. This process, based on the sequential intermolecular aza-Henry reaction and intermolecular Henry reaction allowed the total synthesis of a 1,2-diaminoinositols with total stereochemical control. The new route constitutes a simpler and more efficient approach than those previously described routes to 1,2-diaminoinositols and it has the additional advantage of offering the possibility of orthogonal protection of the amino groups.