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Issue 2, 2017
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A new approach to the asymmetric Mannich reaction catalyzed by chiral N,N′-dioxide–metal complexes

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Abstract

A highly efficient asymmetric Mannich-type reaction between α-tetralone-derived β-keto esters/amides and 1,3,5-triaryl-1,3,5-triazinanes was realized in the presence of chiral N,N′-dioxide–Ni(II) or Mg(II) complex. A variety of optically active β-amino compounds with all-carbon quaternary stereocenters were obtained in good yields with excellent enantioselectivities. A possible transition state was proposed based on these experiments and previous reports.

Graphical abstract: A new approach to the asymmetric Mannich reaction catalyzed by chiral N,N′-dioxide–metal complexes

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Publication details

The article was received on 31 Aug 2016, accepted on 02 Oct 2016 and first published on 03 Oct 2016


Article type: Edge Article
DOI: 10.1039/C6SC03902B
Citation: Chem. Sci., 2017,8, 1238-1242
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    A new approach to the asymmetric Mannich reaction catalyzed by chiral N,N′-dioxide–metal complexes

    X. Lian, L. Lin, K. Fu, B. Ma, X. Liu and X. Feng, Chem. Sci., 2017, 8, 1238
    DOI: 10.1039/C6SC03902B

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