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Access to Optically Pure Nitrogen Heterocycles Based on Hydrozirconation of Unsaturated Secondary Amines

Abstract : Optically active N-heterocycles with four-, five-, or six-membered rings can be prepared from unsaturated secondary amines, by using a one-pot hydrozirconation/iodination sequence as the key step. The presented method allows the preparation of 2-substituted pyrrolidines enantiomeric to those previously obtained from N-allyloxazolidines. The two approaches use the same reagents (allyl bromide and aldehydes) and the same (R)-2-phenyl­glycinol as the chiral inductor.
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https://hal-normandie-univ.archives-ouvertes.fr/hal-02548610
Contributor : Madeleine Roux-Merlin <>
Submitted on : Monday, April 20, 2020 - 5:51:42 PM
Last modification on : Thursday, April 23, 2020 - 1:41:33 AM

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M’hamed Ahari, Antoine Joosten, Jean-Luc Vasse, Jan Szymoniak. Access to Optically Pure Nitrogen Heterocycles Based on Hydrozirconation of Unsaturated Secondary Amines. SYNTHESIS, Georg Thieme Verlag, 2008, 2008 (1), pp.61-68. ⟨10.1055/s-2007-990898⟩. ⟨hal-02548610⟩

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