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Foulgoc, L., Sissouma, D., Evain, M., Collet, S. & Guingant, A. (2012) A Diels-Alder Approach to Anthrapyran Antibiotics. Synlett, 768–772.
Added by: Laurent Cournède (2016-03-10 21:28:39) |
| Type de référence: Article DOI: 10.1055/s-0031-1290529 Numéro d'identification (ISBN etc.): 0936-5214 Clé BibTeX: Foulgoc2012 Voir tous les détails bibliographiques  |
Catégories: MIOPS Mots-clés: 12-trione, 2-b]pyran-4, 4H-anthra[1, 5-aza-analogs, 7, aldehydes, angucyclines, anthrapyran antibiotics, calothrixin-b, concise, cyclocondensation, derivatives, Diels-Alder reaction, gamma-indomycinone, kidamycin, quinones, series, Stille reaction Créateurs: Collet, Evain, Foulgoc, Guingant, Sissouma Collection: Synlett |
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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.
Added by: Laurent Cournède |