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Issue 39, 2018
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Diastereoselective C–H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams

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Abstract

A palladium(II)-catalysed C(sp3)–H carbonylation of free(NH) secondary aliphatic amines to 2-pyrrolidinones is described. A correlation between the nature of the carboxylate ligand and the diastereoselectivity and yield of the process was observed. As such, under these optimal conditions a range of aliphatic amines were converted to the corresponding trans-4,5-disubstituted 2-pyrrolidines with good d.r. and yield.

Graphical abstract: Diastereoselective C–H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams

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Publication details

The article was received on 28 Jun 2018, accepted on 20 Jul 2018 and first published on 31 Jul 2018


Article type: Edge Article
DOI: 10.1039/C8SC02855A
Citation: Chem. Sci., 2018,9, 7628-7633
  • Open access: Creative Commons BY license
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    Diastereoselective C–H carbonylative annulation of aliphatic amines: a rapid route to functionalized γ-lactams

    Z. M. Png, J. R. Cabrera-Pardo, J. Peiró Cadahía and M. J. Gaunt, Chem. Sci., 2018, 9, 7628
    DOI: 10.1039/C8SC02855A

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