Efficient preparation of (Z)-alkenyl derivatives from (Z)-vinyl (N,N-diisopropyl)carbamate via Ni-catalysed coupling reactions |
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Authors: | Franç ois-Hugues Poré eAlexandre Clavel,Jean-Franç ois Betzer,Ange PancraziJanick Ardisson |
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Affiliation: | Laboratoire de Synthèse Organique Sélective et Chimie Organométallique, CNRS-UCP-ESCOM, UMR 8123, 13, Bd de l'Hautil, F-95092 Cergy-Pontoise Cedex, France |
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Abstract: | A (Z)-vinyl (N,N-diisopropyl)carbamate treated with Grignard reagents, under Wenkert Nickel-catalysed conditions, gave access to several substituted (Z)-alkenyl derivatives. These Nickel-catalysed reactions, carried out with vinyl-, phenyl-, p-methoxyphenyl-, trimethylsilylmethylmagnesium bromide and benzylmagnesium chloride, led to the corresponding (Z)-alkenyl derivatives in good yields and high stereoselectivities. |
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Keywords: | Hoppe allylation (Z)-vinyl (N,N-diisopropyl)carbamate Nickel-catalysis Wenkert cross-coupling reaction Grignard reagent |
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