Unexpected enhancement of enantioselectivity in copper(II) catalyzed conjugate addition of diethylzinc to cyclic enones with novel TADDOL phosphorus amidite ligands

Erik Keller, Jochen Maurer, Robert Naasz, Thomas Schader, Auke Meetsma, Ben L. Feringa

    Onderzoeksoutput: ArticleAcademicpeer review

    Samenvatting

    The copper(II) catalyzed enantioselective 1,4-addition reactions of diethylzinc to cyclic enones in the presence of novel phosphorus amidite ligands, easily prepared from α,α,α',α'-tetraphenyl-2,2'-dimethyl-1,3- dioxolane-4,5-dimethanol (TADDOL) derivatives, resulted in e.e.s up to 71% for cyclohexenone and up to 62% for cyclopentenone. A remarkable enhancement of enantioselectivity was observed upon the addition of powdered molecular sieves to the reaction mixture.
    Originele taal-2English
    Pagina's (van-tot)2409-2413
    TijdschriftTetrahedron: asymmetry
    Volume9
    Nummer van het tijdschrift14
    DOI's
    StatusPublished - 17 jul. 1998

    Keywords

    • koper
    • katalyse

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