Issue 6, 2010
From the journal:

New Journal of Chemistry

Rhodium-catalysed hydroformylation of N-(2-propenyl)-β-lactams as a key step in the synthesis of functionalised N-[4-(2-oxoazetidin-1-yl)but-1-enyl]acetamides†

Stijn Dekeukeleire,‡a   Matthias D'hooghe,a   Christian Müller,b   Dieter Vogt*b  and  Norbert De Kimpe*a  

* Corresponding authors

a Department of Organic Chemistry, Faculty of Bioscience Engineering, Ghent University, Coupure links 653, B-9000 Ghent, Belgium
E-mail: norbert.dekimpe@UGent.be

b Schuit Institute of Catalysis, Laboratory for Homogeneous Catalysis, Eindhoven University of Technology, 5600 M B Eindhoven, The Netherlands
E-mail: d.vogt@tue.nl

Abstract

Biologically relevant functionalised N-[4-(2-oxoazetidin-1-yl)-but-1-enyl]acetamides have been prepared in a two-step approach starting from N-(2-propenyl)-β-lactams, involving initial rhodium-catalysed hydroformylation followed by subjection of the obtained aldehydes to Staudinger reaction conditions after initial imination.

Graphical abstract: Rhodium-catalysed hydroformylation of N-(2-propenyl)-β-lactams as a key step in the synthesis of functionalised N-[4-(2-oxoazetidin-1-yl)but-1-enyl]acetamides

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Article information

DOI
https://doi.org/10.1039/C0NJ00146E
Article type
Letter
Submitted
23 Feb 2010
Accepted
06 Apr 2010
First published
26 Apr 2010

New J. Chem., 2010,34, 1079-1083

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Rhodium-catalysed hydroformylation of N-(2-propenyl)-β-lactams as a key step in the synthesis of functionalised N-[4-(2-oxoazetidin-1-yl)but-1-enyl]acetamides

S. Dekeukeleire, M. D'hooghe, C. Müller, D. Vogt and N. De Kimpe, New J. Chem., 2010, 34, 1079 DOI: 10.1039/C0NJ00146E

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