Radical-Polar Crossover Domino Reactions Involving Organozinc and Mixed Organocopper/Organozinc Reagents

Authors

  • Fabrice Denes Dr.,

    1. Université Pierre et Marie Curie - Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moléculaire (FR 2769) case 183, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33) 144-277-567
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  • Sabrina Cutri Dr.,

    1. Université Pierre et Marie Curie - Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moléculaire (FR 2769) case 183, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33) 144-277-567
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  • Alejandro Perez-Luna Dr.,

    1. Université Pierre et Marie Curie - Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moléculaire (FR 2769) case 183, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33) 144-277-567
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  • Fabrice Chemla Prof.

    1. Université Pierre et Marie Curie - Paris 6, Laboratoire de chimie organique (UMR CNRS 7611), Institut de chimie moléculaire (FR 2769) case 183, 4 place Jussieu, 75252 Paris cedex 05, France, Fax: (+33) 144-277-567
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Abstract

A domino process involving Michael addition and carbocyclization has been developed starting from β-N-allylamino enoates and various organometallic reagents (organozinc halides, diorganozinc reagents, and copper/zinc mixed species). In all cases the mechanism of this domino reaction has been evidenced to involve a radical-polar crossover mechanism.

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