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Enantioselective Bifunctional Ammonium Salt‐Catalyzed Syntheses of 3‐CF(3)S‐, 3‐RS‐, and 3‐F‐Substituted Isoindolinones
We herein report the ammonium salt‐catalyzed synthesis of chiral 3,3‐disubstituted isoindolinones bearing a heteroatom functionality in the 3‐position. A broad variety of differently substituted CF(3)S‐ and RS‐derivatives were obtained with often high enantioselectivities when using Maruoka's b...
Autores principales: | , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8050839/ https://www.ncbi.nlm.nih.gov/pubmed/33897314 http://dx.doi.org/10.1002/adsc.202100029 |
Sumario: | We herein report the ammonium salt‐catalyzed synthesis of chiral 3,3‐disubstituted isoindolinones bearing a heteroatom functionality in the 3‐position. A broad variety of differently substituted CF(3)S‐ and RS‐derivatives were obtained with often high enantioselectivities when using Maruoka's bifunctional chiral ammonium salt catalyst. In addition, a first proof‐of‐concept for the racemic synthesis of the analogous F‐containing products was obtained as well, giving access to one of the rare examples of a fairly stable α‐F‐α‐amino acid derivative. [Image: see text] |
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