Enantioselective Synthesis of Chiral Organosilicon Compounds by Organocatalytic Asymmetric Conjugate Addition of Boronic Acids to β‑Silyl-α,β-Unsaturated Ketones
Herein, we report (R)-3,3′-(3,5-(CF3)2-C6H3)2-BINOL-catalyzed enantioselective conjugate addition of organic boronic acids to β-silyl-α,β-unsaturated ketones, furnishing moderate to excellent yields of the corresponding β-silyl carbonyl compounds with stereogenic centers in excellent enantioselectiv...
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Veröffentlicht in: | Journal of organic chemistry 2023-03, Vol.88 (5), p.3254-3265 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Herein, we report (R)-3,3′-(3,5-(CF3)2-C6H3)2-BINOL-catalyzed enantioselective conjugate addition of organic boronic acids to β-silyl-α,β-unsaturated ketones, furnishing moderate to excellent yields of the corresponding β-silyl carbonyl compounds with stereogenic centers in excellent enantioselectivities (up to 98% ee). Moreover, the catalytic system features mild reaction conditions, high efficiency, broad substrate scope, and easy scale-up. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.3c00057 |