Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 17, Pages 12054-12063Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01415
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- Ministere de l'Enseignement Superieur de la Recherche et de l'Innovation (MESRI)
- Centre National de la Recherche Scientifique (CNRS)
- Chamoreau (Sorbonne Universite, Paris)
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Enantioenriched cis-3-fluoro-chroman-4-ol derivatives were conveniently prepared through ruthenium-catalyzed asymmetric transfer hydrogenation using a dynamic kinetic resolution process. The reaction proceeded under mild conditions, affording the reduced fluorinated alcohols in good yields, high diastereomeric ratios, and excellent enantioselectivities.
Enantioenriched cis-3-fluoro-chroman-4-ol derivatives were conveniently prepared by the ruthenium-catalyzed asymmetric transfer hydrogenation of a new family of 3-fluoro-chromanones through a dynamic kinetic resolution process. The reaction proceeded under mild conditions using a low catalyst loading and HCO2H/Et3N (1:1) as the hydrogen source, affording the reduced fluorinated alcohols in good yields (80-96%), high diastereomeric ratios (up to 99:1 dr), and excellent enantioselectivities (up to >99% ee).
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