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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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Supplementary files

Article information


Submitted
28 Jun 2018
Accepted
20 Jul 2018
First published
31 Jul 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 7628-7633
Article type
Edge Article

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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