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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; Andre Goti

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 283 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00098-2

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✦ Synopsis

Oxidation ofN, N-disubstituted hydroxylamines to nitrones catalyzed by the Jacobsen catalyst occurs cleanly in the presence of hydrogen peroxide, sodium hypochlorite or iodosylbenzene as the stoichiometric oxidant. Meso 3,4-cis-isopropylidenedioxy-1hydroxypyrrofidine gave the corresponding protected 3,4-cis-dihydroxypyrroline N-oxide in an enantioenriched fashion for the first time (up to 36% e.e.).

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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.

✍ Stefano Cicchi; Francesca Cardona; Alberto Brandi; Massimo Corsi; Andrea Goti 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 32 KB 👁 2 views

## 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) t