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Synthesis 1991; 1991(9): 759-762
DOI: 10.1055/s-1991-26568
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Synthesis of Highly Functionalized 3-(3-Pyridyl)pyrrolidine and 3-(3-Pyridyl)pyrroles

Pierre Deprez* , Jacques Royer, Henri-Philippe Husson
  • *Institut de Chimie des Substances Naturelles du C.N.R.S., F-91198 Gif-sur-Yvette Cedex, France
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Publication Date:
29 April 2002 (online)

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Highly functionalized 3-(3-pyridyl)pyrrolidines can be readily prepared via a 1,3-dipolar cycloaddition reaction between 3-cyanomethyl-4-phenyl-1,3-oxazolidine (1) and methyl 3-(3-pyridyl)-acrylate (2) or 3-(2-nitroethenyl)pyridine (3). The stereochemistry of the cycloadducts has been studied and their conversion into 3-(3-pyridyl)pyrrole was readily achieved.