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Issue 13, 2017
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Recent advances in the Overman rearrangement: synthesis of natural products and valuable compounds

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Abstract

In the past decade, the Overman rearrangement, an important C–N bond forming reaction, has been intensely used in the synthesis of natural products, synthetic intermediates, building blocks and valuable compounds. This review documents the reports on this rearrangement reaction since 2005. The reaction has been tactfully used to introduce amine functionality in the synthesis of natural products. It is a one-pot process using the intermediate imidate which upon rearrangement generates the amide that can be hydrolysed to the amine. The method has tremendous potential for rapid modification of various amino compounds and can be combined with other Claisen-rearrangements or other reactions for one-pot processes for further exploration.

Graphical abstract: Recent advances in the Overman rearrangement: synthesis of natural products and valuable compounds

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Publication details

The article was received on 01 Dec 2016, accepted on 17 Feb 2017 and first published on 20 Feb 2017


Article type: Review Article
DOI: 10.1039/C6OB02625G
Citation: Org. Biomol. Chem., 2017,15, 2672-2710
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    Recent advances in the Overman rearrangement: synthesis of natural products and valuable compounds

    R. A. Fernandes, P. Kattanguru, S. P. Gholap and D. A. Chaudhari, Org. Biomol. Chem., 2017, 15, 2672
    DOI: 10.1039/C6OB02625G

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