N-O Cleavage reactions of heterobicycloalkene-fused 2-isoxazolines.

ABSTRACT: Transition metal-mediated N-O bond cleavage reactions of heterobicycloalkene-fused 3-methyl-2-isoxazolines were investigated. Optimal cleavage conditions were found with Raney nickel/AlCl3 mediation in aqueous methanol. The reaction provided a diverse collection of novel heterobicycle-fused β-hydroxyketones with good to excellent yields (66-95%) and without the need for chromatographic purification.

SUBMITTER: Nagireddy JR 

PROVIDER: S-EPMC4168885 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature