A Diels-Alder Approach to Anthrapyran Antibiotics
Autor: | Drissa Sissouma, Michel Evain, Laura Foulgoc, André Guingant, Sylvain Collet |
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Přispěvatelé: | Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation (CEISAM), Université de Nantes - UFR des Sciences et des Techniques (UN UFR ST), Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC), Institut des Matériaux Jean Rouxel (IMN), Université de Nantes (UN)-Université de Nantes (UN)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Ecole Polytechnique de l'Université de Nantes (EPUN), Université de Nantes (UN)-Université de Nantes (UN) |
Rok vydání: | 2012 |
Předmět: |
medicine.drug_class
Antibiotics quinones 4H-anthra[1 2-b]pyran-4 010402 general chemistry 01 natural sciences Chemical synthesis Adduct chemistry.chemical_compound Diels alder medicine Organic chemistry Diels-Alder reaction Diels–Alder reaction 010405 organic chemistry Organic Chemistry Naphthoquinone 3. Good health 0104 chemical sciences Stille reaction Quinone chemistry 12-trione [PHYS.COND.CM-MS]Physics [physics]/Condensed Matter [cond-mat]/Materials Science [cond-mat.mtrl-sci] anthrapyran antibiotics |
Zdroj: | SYNLETT SYNLETT, Georg Thieme Verlag, 2012, pp.768. ⟨10.1055/s-0031-1290529⟩ |
ISSN: | 1437-2096 0936-5214 |
DOI: | 10.1055/s-0031-1290529 |
Popis: | International audience; A new entry to the synthesis of anthrapyran antibiotics has been accomplished through the synthesis of a 4H-anthra[1,2-b]pyran-4,7,12-trione model. The key step features a Diels-Alder reaction between a substituted 5-vinyl-3,4-dihydro-2H-pyran and naphthoquinone as the dienophile. The resulting tetracyclic adduct is then processed towards the targeted trione in a few steps. |
Databáze: | OpenAIRE |
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