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  • Escaping from Flatland [Elektronski vir] : stereoconvergent synthesis of 3-dimensional scaffolds via ruthenium(II)-catalyzed Noyori-Ikariya transfer hydrogenation
    Cotman, Andrej Emanuel
    Noyori-Ikariya type ruthenium(II)-catalysts for asymmetric transfer hydrogenation (ATH) have been known for 25 years and have proved as a well-behaved and user-friendly platform for the synthesis of ... chiral secondary alcohols. A progress has been made in the past five years in understanding the asymmetric reduction of complex ketones, where up to four stereocenters can be controlled in a single chemical transformation. Intriguing multi-chiral molecular architectures are therefore available in few well understood and robust synthetic steps from commercially available building blocks, and possess handles for additional functionalization. The aim of this review is to showcase the availability of three-dimensional scaffolds and homo-chiral lead-like compounds via ATH and inspire their direct use in drug discovery endeavors. Basic mechanistic insights are provided to demystify the stereo-chemical outcomes, as well as examples of diastereoselective transformations of enantiopure alcohols to give a feeling of how these rigid non-planar molecules can be further elaborated.
    Source: Chemistry : A European Journal [Elektronski vir]. - ISSN 1521-3765 (Vol. 27, iss. 1, 2021, str. 39-53)
    Type of material - e-article ; adult, serious
    Publish date - 2021
    Language - english
    COBISS.SI-ID - 24820739

    Link(s):

    https://chemistry-europe.onlinelibrary.wiley.com/doi/epdf/10.1002/chem.202002779
    DOI

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