Enantioselective cycloisomerization of 1,5-enynes promoted by cyclometalated NHCPtIImonophos catalysts
| Autor: | Angela Marinetti, Delphine Brissy, Pascal Retailleau, Hélène Jullien |
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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: | 2011 |
| Předmět: |
Bicyclic molecule
010405 organic chemistry Stereochemistry [CHIM.ORGA]Chemical Sciences/Organic chemistry Enantioselective synthesis chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry 0104 chemical sciences Stereocenter Catalysis Inorganic Chemistry Cycloisomerization chemistry Enantiomeric excess Carbon Isomerization ComputingMilieux_MISCELLANEOUS |
| Zdroj: | European Journal of Inorganic Chemistry European Journal of Inorganic Chemistry, Wiley-VCH Verlag, 2011, pp.5083-5086. ⟨10.1002/ejic.201100818⟩ |
| ISSN: | 1434-1948 1099-0682 |
| DOI: | 10.1002/ejic.201100818⟩ |
| Popis: | The enantioselective cycloisomerizations of 1,5-enynes bearing non-migrating oxygen functions at the propargylic carbon atom have been carried out by using Monophos–PtII and Binepine–PtII complexes as chiral precatalysts. They afforded the corresponding bicyclo[3.1.0]hexan-3-one in up to 63 % enantiomeric excess. The stereochemical outcome of these reactions has been investigated in order to highlight possible matching–mismatching effects between the chiral catalyst and chiral substrates with opposite configurations at the stereogenic carbon. A substantial effect of the stereogenic carbon has been evidenced. |
| Databáze: | OpenAIRE |
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