A simple and efficient asymmetric hydrogenation of heteroaromatic ketones with iridium catalyst composed of chiral diamines and achiral phosphines
[Display omitted] •An Iridium catalyst was used for heteroaromatic ketones asymmetric hydrogenation;•Cheap phosphine ligands and cinchona alkaloids derivatives were used;•A series of heteroaromatic ketones has been well asymmetric hydrogenated;•98.6% ee and high up to 2.18 × 104(1/h) TOF were obtain...
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Veröffentlicht in: | Tetrahedron letters 2020-09, Vol.61 (39), p.152356, Article 152356 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | [Display omitted]
•An Iridium catalyst was used for heteroaromatic ketones asymmetric hydrogenation;•Cheap phosphine ligands and cinchona alkaloids derivatives were used;•A series of heteroaromatic ketones has been well asymmetric hydrogenated;•98.6% ee and high up to 2.18 × 104(1/h) TOF were obtained under mild conditions.
An efficient iridium catalyst composed of a simple and commercially available o-methoxytriphenylphosphine and 9-Amino (9-deoxy) epi-cinchonine was applied to the asymmetric hydrogenation of heteroaromatic ketones. A range of simple heteroaromatic ketones could be hydrogenated with good to excellent enantioselectivities and high activities. In particular, thiophene ketones and furyl ketones furnished 98.6% ee with up to 2.18 × 104(1/h) TOF. This catalytic system can be of practical value. |
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ISSN: | 0040-4039 1873-3581 |
DOI: | 10.1016/j.tetlet.2020.152356 |