Skip to main content
SLU publication database (SLUpub)

Research article2006Peer reviewed

Synthesis of (+)- and (-)-dihydropinidine by diastereoselective dimethylzinc promoted allylation of 2-methyltetrahydropyridine-N-oxide with an allylboronic ester

Eriksson C, Sjodin K, Schlyter F, Hogberg HE

Abstract

The enantiomers of the naturally occurring alkaloid dihydropinidine 1, potential antifeedants against the pine weevil, Hylobius abietis, were prepared by diastereoselective, dimethylzinc mediated addition of pinacolyl 2-propenylboronate 14 to nitrones (R)- and (S)2-methyl tetrahydropyridine-N-oxide 3, prepared from D- and L-alanine, respectively. (c) 2006 Elsevier Ltd. All rights reserved

Published in

Tetrahedron: Asymmetry
2006, Volume: 17, number: 7, pages: 1074-1080
Publisher: PERGAMON-ELSEVIER SCIENCE LTD

      SLU Authors

    • Schlyter, Fredrik

      • Department of Crop Science, Swedish University of Agricultural Sciences

    UKÄ Subject classification

    Landscape Architecture

    Publication identifier

    DOI: https://doi.org/10.1016/j.tetasy.2006.03.033

    Permanent link to this page (URI)

    https://res.slu.se/id/publ/9494