Stereoselective Preparation of α-Hydroxycarboxamide by Manganese Complex Catalyzed Hydration of α,β-Unsaturated Carboxamide with Molecular Oxygen and Phenylsilane

Aerobic oxidation with the combined use of phenylsilane and a manganese complex catalyst was successfully applied to the α,β-unsaturated carboxamide containing a C2-symmetrical chiral auxiliary to afford the corresponding α-hydroxycarboxamide in good-to-high yield with high stereoselectivity.

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Veröffentlicht in:Chemistry letters 2004-10, Vol.33 (10), p.1304-1305
Hauptverfasser: Sato, Mitsuo, Gunji, Yasuhiko, Ikeno, Taketo, Yamada, Tohru
Format: Artikel
Sprache:eng
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Zusammenfassung:Aerobic oxidation with the combined use of phenylsilane and a manganese complex catalyst was successfully applied to the α,β-unsaturated carboxamide containing a C2-symmetrical chiral auxiliary to afford the corresponding α-hydroxycarboxamide in good-to-high yield with high stereoselectivity.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2004.1304