Nitroethylation of vinyl triflates and bromides.

ABSTRACT: A two-carbon homologation of vinyl triflates and bromides for the synthesis of homoallylic nitro products is described. This palladium-catalyzed double coupling of nitromethane exploits the anion stabilizing and leaving group properties of nitromethane, generating the homo allyl nitro products via a tandem cross-coupling/π-allylation sequence. The resultant process provides a mild and convenient entry to nitroethylated products, which are versatile precursors to β,γ-unsaturated carbonyls, homoallylic amines, and nitrile oxides.

SUBMITTER: Padilla-Salinas R 

PROVIDER: S-EPMC3775651 | biostudies-literature | 2013 Aug

REPOSITORIES: biostudies-literature