Reduction: Hydrocyanation of C=C

D. Vogt, J. Wilting

    Research output: Chapter in Book/Report/Conference proceedingChapterAcademicpeer-review

    4 Citations (Scopus)

    Abstract

    The asymmetric hydrocyanation of olefins is an atom efficient carbon-carbon bond forming reaction, in which nitriles are produced that can be converted into a variety of products. Examples of asymmetric hydrocyanation of norbornene, vinylarenes and 1,3-dienes are reviewed, as well as several mechanistic aspects. The mechanistic considerations focus on the catalytic cycle, the rate-determining step, the enantioselective step, and electronic and steric ligand properties that influence the enantioselectivity of the asymmetric hydrocyanation.

    Original languageEnglish
    Title of host publicationComprehensive chirality
    Place of PublicationAmsterdam
    PublisherElsevier
    Chapter5.15
    Pages343-354
    Number of pages12
    ISBN (Print)9780080951683
    DOIs
    Publication statusPublished - 1 Sept 2012

    Keywords

    • Asymmetric catalysis
    • Homogeneous catalysis
    • Hydrocyanation
    • Isomerization
    • Isotopic labeling
    • Nickel
    • Nitriles
    • P ligands
    • Palladium
    • Substituent effects

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