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Α‐acryloylamidoalkyl Sulfones in a Synthetic Approach for the Preparation of 6‐Alkyltetrahydropyridin‐2‐ones

European journal of organic chemistry(2014)

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Abstract
The reaction of allylzinc bromides with alpha-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.
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Key words
Nitrogen heterocycles,Amides,Allylic compounds,Metathesis,Zinc
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