Synthesis of Orthogonally N-Protected, C-4 Functionalized Cyclic Guanidines from L-Serine
| Autor: | Robert H. Dodd, Edmilson José Maria, Diego Rangel Cardoso Silva, Rosa M. Suárez Ordóñez, Kevin Cariou, Josiane Thierry |
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| Přispěvatelé: | Institut de Chimie des Substances Naturelles (ICSN), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC) |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Stereochemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry Organic Chemistry L serine 010402 general chemistry 01 natural sciences 0104 chemical sciences Amino acid chemistry.chemical_compound Amide Functional group azide Organic chemistry Hydroxymethyl Azide cyclic guanidine amino acid orthogonal protection Weinreb amide |
| Zdroj: | SYNLETT SYNLETT, Georg Thieme Verlag, 2017, 28 (07), pp.815-818. ⟨10.1055/s-0036-1589935⟩ |
| ISSN: | 0936-5214 1437-2096 |
| Popis: | International audience; A straightforward and efficient preparation of 5-membered cyclic guanidines bearing an ester, a hydroxymethyl or a Weinreb amide functional group at C-4 is described from L-serine. The novel synthetic route provides cyclic guanidines in which the three nitrogen atoms are orthogonally protected making them highly suitable for further transformations into natural products or their analogues via the introduced functional groups. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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