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Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step

In this paper, a new access to several chiral 3-aminoglycals as potential precursors for glycosylated natural products is reported from a common starting material, (−)-methyl-L-lactate. The stereodivergent strategy is based on the implementation of a ring-closing metathesis of vinyl ethers as key st...

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Detalles Bibliográficos
Autores principales: Nocquet, Pierre-Antoine, Macé, Aurélie, Legros, Frédéric, Lebreton, Jacques, Dujardin, Gilles, Collet, Sylvain, Martel, Arnaud, Carboni, Bertrand, Carreaux, François
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278755/
https://www.ncbi.nlm.nih.gov/pubmed/30546479
http://dx.doi.org/10.3762/bjoc.14.274
Descripción
Sumario:In this paper, a new access to several chiral 3-aminoglycals as potential precursors for glycosylated natural products is reported from a common starting material, (−)-methyl-L-lactate. The stereodivergent strategy is based on the implementation of a ring-closing metathesis of vinyl ethers as key step of reaction sequences developed.