Stereoselective [2,3]-rearrangements of amine N -oxides

Hongli Bao; Xiangbing Qi; Uttam K. Tambar

doi:10.1055/s-0030-1260962

Stereoselective [2,3]-rearrangements of amine N -oxides

Hongli Bao, Xiangbing Qi, Uttam K. Tambar

Research output: Contribution to journal › Article › peer-review

18 Scopus citations

Abstract

Despite the long history of [2,3]-sigmatropic rearrangements, there are surprisingly few catalytic and enantioselective variants of these transformations. This article describes the most common strategies developed for stereoselective [2,3]-rearrangements of amine N-oxides (Meisenheimer rearrangement), including our recently reported palladium-catalyzed enantioselective process.

Original language	English (US)
Pages (from-to)	1789-1792
Number of pages	4
Journal	Synlett
Issue number	13
DOIs	https://doi.org/10.1055/s-0030-1260962
State	Published - Jul 22 2011

Keywords

amine N -oxide
asymmetric catalysis
palladium
pericyclic reaction
rearrangement

ASJC Scopus subject areas

Organic Chemistry

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abstract = "Despite the long history of [2,3]-sigmatropic rearrangements, there are surprisingly few catalytic and enantioselective variants of these transformations. This article describes the most common strategies developed for stereoselective [2,3]-rearrangements of amine N-oxides (Meisenheimer rearrangement), including our recently reported palladium-catalyzed enantioselective process.",

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AB - Despite the long history of [2,3]-sigmatropic rearrangements, there are surprisingly few catalytic and enantioselective variants of these transformations. This article describes the most common strategies developed for stereoselective [2,3]-rearrangements of amine N-oxides (Meisenheimer rearrangement), including our recently reported palladium-catalyzed enantioselective process.

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KW - asymmetric catalysis

KW - palladium

KW - pericyclic reaction

KW - rearrangement

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Stereoselective [2,3]-rearrangements of amine N -oxides

Abstract

Keywords

ASJC Scopus subject areas

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