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ChemInform Abstract: Oxidation of Hydroxylamines to Nitrones Catalyzed by (Salen)Mn(III) Complexes. Enantioselective Synthesis of a Protected cis-Dihydroxypyrroline N-Oxide with Jacobsen Catalyst.

✍ Scribed by Stefano Cicchi; Francesca Cardona; Alberto Brandi; Massimo Corsi; Andrea Goti


Publisher
John Wiley and Sons
Year
2010
Weight
32 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Oxidation

of Hydroxylamines to Nitrones Catalyzed by (Salen)Mn(III) Complexes.

Enantioselective Synthesis of a Protected cis-Dihydroxypyrroline N-Oxide with Jacobsen Catalyst.

-The Jacobsen salen catalyst is found to catalyze efficiently the oxidation of N,N-disubstituted hydroxylamines (I) to nitrones (II). The meso hydroxylamine (III) gives the corresponding nitrone (IV) in an enantioenriched fashion for the first time. Interestingly, dibenzylamine (V) is oxidized under these conditions to the corresponding imine (VI) quantitatively.

-(CICCHI, STEFANO;