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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...
| Autores principales: | , , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
Beilstein-Institut
2018
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| 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 |
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| author | Nocquet, Pierre-Antoine Macé, Aurélie Legros, Frédéric Lebreton, Jacques Dujardin, Gilles Collet, Sylvain Martel, Arnaud Carboni, Bertrand Carreaux, François |
| author_facet | Nocquet, Pierre-Antoine Macé, Aurélie Legros, Frédéric Lebreton, Jacques Dujardin, Gilles Collet, Sylvain Martel, Arnaud Carboni, Bertrand Carreaux, François |
| author_sort | Nocquet, Pierre-Antoine |
| collection | PubMed |
| description | 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. |
| format | Online Article Text |
| id | pubmed-6278755 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2018 |
| publisher | Beilstein-Institut |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-62787552018-12-13 Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step Nocquet, Pierre-Antoine Macé, Aurélie Legros, Frédéric Lebreton, Jacques Dujardin, Gilles Collet, Sylvain Martel, Arnaud Carboni, Bertrand Carreaux, François Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2018-11-29 /pmc/articles/PMC6278755/ /pubmed/30546479 http://dx.doi.org/10.3762/bjoc.14.274 Text en Copyright © 2018, Nocquet et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
| spellingShingle | Full Research Paper Nocquet, Pierre-Antoine Macé, Aurélie Legros, Frédéric Lebreton, Jacques Dujardin, Gilles Collet, Sylvain Martel, Arnaud Carboni, Bertrand Carreaux, François Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title | Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title_full | Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title_fullStr | Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title_full_unstemmed | Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title_short | Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step |
| title_sort | stereodivergent approach in the protected glycal synthesis of l-vancosamine, l-saccharosamine, l-daunosamine and l-ristosamine involving a ring-closing metathesis step |
| topic | Full Research Paper |
| url | 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 |
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