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Issue 23, 2019
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N-Heterocyclic carbene catalysed umpolung reactions of imines approaching enantioselective synthesis

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Abstract

N-Heterocyclic carbenes (NHCs) have emerged as efficient catalysts for promoting umpolung reactions of aldehydes and enals. To a certain extent, the NHC catalyzed umpolung reactions of Michael acceptors are also reported. Recently, the NHCs have been successfully used for catalysing the umpolung reactions of aldimines through the formation of aza-Breslow intermediates. The initial reports on the chiral NHC-catalysed enantioselective umpolung reactions of imines are turning out to be very promising to achieve a high level of enantio-induction. This highlight article focuses on the NHC catalysed umpolung reactions of aldimines, with a special emphasis on the corresponding enantioselective transformations.

Graphical abstract: N-Heterocyclic carbene catalysed umpolung reactions of imines approaching enantioselective synthesis

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Publication details

The article was received on 01 Sep 2019, accepted on 19 Oct 2019 and first published on 21 Oct 2019


Article type: Highlight
DOI: 10.1039/C9QO01074B
Org. Chem. Front., 2019,6, 3821-3824

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    N-Heterocyclic carbene catalysed umpolung reactions of imines approaching enantioselective synthesis

    P. Chauhan, Org. Chem. Front., 2019, 6, 3821
    DOI: 10.1039/C9QO01074B

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