NMOTPB: A Selectivity Variation on the Ley-Griffith TPAP Oxidation

NMOTPB: A Selectivity Variation on the Ley-Griffith TPAP Oxidation

A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMOTPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not req...

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Veröffentlicht in:Chemistry : a European journal 2015-02, Vol.21 (9), p.3567-3571
Hauptverfasser: Moore, Peter W, Mirzayans, Paul M, Williams, Craig M
Format: Artikel
Sprache:eng
Schlagworte:
Alcohols
Chemistry
Conversion
Molecular sieves
Organic chemistry
Oxidation
Selectivity
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Zusammenfassung:A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMOTPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201406256