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-1- hydroxypyrrofidine gave the corresponding protected 3,4-cis-dihydroxypyrroline N-oxide in an enantioenriched fashion for the first time (up to 36% e.e.).
Oxidation of Hydroxylamines to Nitrones Catalyzed by (Salen)Mn(III) complexes. Enantioselective Synthesis of a protected cis-Dihydroxypyrroline N-oxide with Jacobsen Catalyst / S. Cicchi; F. Cardona; A. Brandi; M. Corsi; A. Goti. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 40:(1999), pp. 1989-1992.
Oxidation of Hydroxylamines to Nitrones Catalyzed by (Salen)Mn(III) complexes. Enantioselective Synthesis of a protected cis-Dihydroxypyrroline N-oxide with Jacobsen Catalyst
CICCHI, STEFANO;CARDONA, FRANCESCA;BRANDI, ALBERTO;GOTI, ANDREA
1999
Abstract
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-1- hydroxypyrrofidine gave the corresponding protected 3,4-cis-dihydroxypyrroline N-oxide in an enantioenriched fashion for the first time (up to 36% e.e.).File | Dimensione | Formato | |
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