Dirhodium caprolactamate andtert-butyl hydro- peroxide – a universal system for selective oxidations

Oxidations with tert-butyl hydroperoxide (TBHP) catalyzed by dirhodium caprolactamate [Rh2(cap)4] provide mild and selective protocols for the oxidative Mannich reaction, conversion of secondary amines to imines, dearomatization of 4-substituted phenols, and oxyfunctionalization of allylic, benzylic...

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Veröffentlicht in:Mendeleev communications 2014-08, Vol.24 (4), p.187-196
Hauptverfasser: Ratnikov, Maxim O., Doyle, Michael P.
Format: Artikel
Sprache:eng
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Zusammenfassung:Oxidations with tert-butyl hydroperoxide (TBHP) catalyzed by dirhodium caprolactamate [Rh2(cap)4] provide mild and selective protocols for the oxidative Mannich reaction, conversion of secondary amines to imines, dearomatization of 4-substituted phenols, and oxyfunctionalization of allylic, benzylic, and propargylic positions. The dirhodium catalyst in combination with TBHP is a convenient platform for mechanistic investigations, and their uses point to a variety of directions for the future evolution of the field.
ISSN:0959-9436
DOI:10.1016/j.mencom.2014.06.001