Recent progress in the application of fluorinated chiral sulfinimine reagents
Application of fluorinated chiral sulfinimine reagents, in particularly, N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine, as electrophiles for the synthesis of compounds bearing fluoro-amino-keto/hydroxy moieties have been summarized. [Display omitted] •Recent advances in the asymmetric reactions o...
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Veröffentlicht in: | Journal of fluorine chemistry 2018-12, Vol.216, p.57-70 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | Application of fluorinated chiral sulfinimine reagents, in particularly, N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine, as electrophiles for the synthesis of compounds bearing fluoro-amino-keto/hydroxy moieties have been summarized.
[Display omitted]
•Recent advances in the asymmetric reactions of chiral fluorinated sulfinimine reagents were presented.•Several types of fluorinated imines were profiled.•The discussed methods provide a general approach for preparation of compounds containing pharmacophoric fluoro-amino- keto/hydroxy moieties.
The development of synthetic methodology allowing for a strategic incorporation of fluorine into target compounds is in a high demand in many areas of the chemical and pharmaceutical industries. In this regard, application of fluorinated chiral sulfinimine reagents, in particularly, N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine, is one of the most general and practical approaches for preparation of compounds containing pharmacophoric fluoro-amino-keto/hydroxy moieties. This article provides a timely and comprehensive overview of the recent synthetic applications of fluorinated chiral sulfinimine reagents for asymmetric synthesis of fluoro-containing polyfunctional amino-compounds of biological interest. Where it is possible, we emphasize the synthetic versatility and practicality of the reported methods. |
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ISSN: | 0022-1139 1873-3328 |
DOI: | 10.1016/j.jfluchem.2018.10.003 |