Total synthesis of (-)-epimyrtine by a gold-catalyzed hydroamination approach
Autor: | Nicolas Gouault, Patricia de Aguiar Amaral, Khanh Hung Nguyen, Thi Thanh Huyen Trinh |
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Přispěvatelé: | Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA) |
Jazyk: | angličtina |
Rok vydání: | 2012 |
Předmět: |
Letter
Stereochemistry 010402 general chemistry 01 natural sciences Catalysis lcsh:QD241-441 chemistry.chemical_compound lcsh:Organic chemistry quinolizidine alkaloid [CHIM]Chemical Sciences total synthesis lcsh:Science Epimyrtine heterocycles epimyrtine Natural product 010405 organic chemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry Organic Chemistry Total synthesis gold Combinatorial chemistry gold catalysis 0104 chemical sciences hydroamination Chemistry Enantiopure drug chemistry Yield (chemistry) lcsh:Q Hydroamination |
Zdroj: | Beilstein Journal of Organic Chemistry Beilstein Journal of Organic Chemistry, 2012, 9, pp.2042-7. ⟨10.3762/bjoc.9.242⟩ Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 2042-2047 (2013) Beilstein Journal of Organic Chemistry, Beilstein-Institut, 2012, 9, pp.2042-7. ⟨10.3762/bjoc.9.242⟩ |
ISSN: | 1860-5397 |
DOI: | 10.3762/bjoc.9.242⟩ |
Popis: | International audience; A new approach to the total synthesis of (-)-epimyrtine has been developed from D-alanine. The key step to access the enantiopure pyridone intermediate was achieved by a gold-mediated cyclization. Finally, various transformations afforded the natural product in a few steps and good overall yield. |
Databáze: | OpenAIRE |
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