From d- to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation
Autor: | Adriaan J. Minnaard, Martin D. Witte, I. C. Steven Wan |
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Přispěvatelé: | Chemical Biology 2 |
Rok vydání: | 2019 |
Předmět: |
chemistry.chemical_classification
Letter 010405 organic chemistry Stereochemistry Radical Organic Chemistry ESTERS Peptide Alkylation 010402 general chemistry 01 natural sciences Biochemistry 0104 chemical sciences CONFORMATION chemistry Yield (chemistry) RADICALS Monosaccharide PHOTOREDOX PEPTIDE Physical and Theoretical Chemistry |
Zdroj: | Organic Letters Organic letters, 21(18), 7669-7673. AMER CHEMICAL SOC INC |
ISSN: | 1523-7052 1523-7060 |
Popis: | Photodecarboxylation-alkylation of conformationally locked monosaccharides leads to inversion of stereochemistry at C5. This allows the synthesis of l-sugars from their readily available d-counterparts. Via this strategy, methyl l-guloside was synthesized from methyl d-mannoside in 21% yield over six steps. |
Databáze: | OpenAIRE |
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