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Radical-polar crossover domino reactions involving organozinc and mixed organocopper/organozinc reagents
Authors:Denes Fabrice  Cutri Sabrina  Perez-Luna Alejandro  Chemla Fabrice
Affiliation: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.
Abstract:A domino process involving Michael addition and carbocyclization has been developed starting from beta-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.
Keywords:copper  domino reactions  Michael addition  radical reactions  zinc
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