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Organocatalytic Reduction of Carbon−Carbon Double Bonds in Racemization-Sensitive Compounds
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    Research Article

    Organocatalytic Reduction of Carbon−Carbon Double Bonds in Racemization-Sensitive Compounds
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    Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands
    *Fax: (+31)-50-363-4296. E-mail: [email protected]
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    ACS Catalysis

    Cite this: ACS Catal. 2011, 1, 4, 309–315
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    https://doi.org/10.1021/cs100121m
    Published February 28, 2011
    Copyright © 2011 American Chemical Society

    Abstract

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    N-ethyl riboflavin efficiently catalyzes the hydrazine mediated reduction of carbon−carbon double bonds. This strategy allows chemo-selective reductions in complex molecules that are prone to racemization, olefin isomerization, or hydrogenolysis in transition metal-catalyzed hydrogenations. The high functional group tolerance of this methodology is demonstrated as well.

    Copyright © 2011 American Chemical Society

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    General experimental information and copies of 1H NMR and 13C NMR spectra of all new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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    This article is cited by 46 publications.

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    ACS Catalysis

    Cite this: ACS Catal. 2011, 1, 4, 309–315
    Click to copy citationCitation copied!
    https://doi.org/10.1021/cs100121m
    Published February 28, 2011
    Copyright © 2011 American Chemical Society

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