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One out of Four: Kinetic Resolution of Stereoisomeric Mixtures of Secondary Alcohols with a Quaternary Carbon Atom in the β-Position by Cu–H-Catalyzed Enantioselective Silylation
[Image: see text] An enantio- and diastereoselective Cu–H-catalyzed silylation of acyclic secondary alcohols with a vicinal quaternary stereocenter is reported. The reaction kinetically selects one out of four stereoisomers, affording the fastest-reacting stereoisomer as the silyl ether in enantio-...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9954319/ https://www.ncbi.nlm.nih.gov/pubmed/36855454 http://dx.doi.org/10.1021/acsorginorgau.1c00050 |
Sumario: | [Image: see text] An enantio- and diastereoselective Cu–H-catalyzed silylation of acyclic secondary alcohols with a vicinal quaternary stereocenter is reported. The reaction kinetically selects one out of four stereoisomers, affording the fastest-reacting stereoisomer as the silyl ether in enantio- and diastereomerically enriched form. The obtained motif with a quaternary carbon atom in the β-position of the hydroxy group is otherwise not easy to access. |
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