The reaction of allylzinc bromides with α-acryloylamidoalkyl sulfones represents a mild and straightforward entry to the corresponding homoallylamines. These dienyl compounds successfully proceeded in a ring-closing metathesis reaction by treatment with Grubbs II catalyst to lead to 6-alkyltetra-hydropyridin-2-ones. Homoallylamino derivatives that contain a branched terminal alkene moiety preferentially proceeded in cross-metathesis reaction to give the selective formation of N-substituted fumaramides.

α-Acryloylamidoalkyl Sulfones in a Synthetic Approach for the Preparation of 6-Alkyltetrahydropyridin-2-ones

LUCCHETTI, NICOLA;LANCIANESI, STEFANO;PETRINI, Marino
2014-01-01

Abstract

The reaction of allylzinc bromides with α-acryloylamidoalkyl sulfones represents a mild and straightforward entry to the corresponding homoallylamines. These dienyl compounds successfully proceeded in a ring-closing metathesis reaction by treatment with Grubbs II catalyst to lead to 6-alkyltetra-hydropyridin-2-ones. Homoallylamino derivatives that contain a branched terminal alkene moiety preferentially proceeded in cross-metathesis reaction to give the selective formation of N-substituted fumaramides.
2014
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/335186
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