Rhodium(II)-catalyzed enantioselective intramolecular CH insertion with alkyl diazo(trialkylsilyl) acetates
Autor: | Gérald Bernardinelli, Fabienne Lacrampe, Paul Müller |
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Rok vydání: | 2003 |
Předmět: |
chemistry.chemical_classification
Organic Chemistry Enantioselective synthesis chemistry.chemical_element Medicinal chemistry Toluene Catalysis Rhodium Inorganic Chemistry chemistry.chemical_compound chemistry Intramolecular force Organic chemistry Stereoselectivity Diazo Physical and Theoretical Chemistry Alkyl |
Zdroj: | Tetrahedron: Asymmetry. 14:1503-1510 |
ISSN: | 0957-4166 |
DOI: | 10.1016/s0957-4166(03)00208-8 |
Popis: | The decomposition of cyclohexyl diazo(triethylsilyl)acetate 2a and the t-butyl derivatives 3a,b with [Rh2{(S)-nttl}4] and similar chiral Rh(II)-catalysts proceeds in toluene at room temperature to produce silylated lactones in up to 90% yield. The reaction is highly stereoselective. Enantioselectivities of up to 79% have been observed. |
Databáze: | OpenAIRE |
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