Oxidation of hydroxylamines to nitrones catalyzed by (salen)Mn(III) complexes.: Enantioselective synthesis of a protected cis-dihydroxypyrroline N-oxide with Jacobsen catalyst

被引：33

作者：

Cicchi, S ^{[1
]}

Cardona, F ^{[1
]}

Brandi, A ^{[1
]}

Corsi, M ^{[1
]}

Goti, A ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Organ Ugo Schiff, CNR, CSCEA, I-50121 Florence, Italy

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 10期

关键词：

oxidation; nitrones; catalysis; enantioselection;

D O I：

10.1016/S0040-4039(99)00098-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxidation of N,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-hydroxypyrrolidine gave the corresponding protected 3,4-cis-dihydroxypyrroline N-oxide in an enantioenriched fashion for the first time (up to 36% e.e.). (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1989 / 1992

页数：4

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