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Atom- and Step-Economical Preparation of Reduced Knoevenagel Adducts Using CO as a Deoxygenative Agent

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    Atom- and Step-Economical Preparation of Reduced Knoevenagel Adducts Using CO as a Deoxygenative Agent
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    A.N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, 119991, Vavilova St. 28, Moscow, Russian Federation
    *E-mail: [email protected]; [email protected]
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    Organic Letters

    Cite this: Org. Lett. 2014, 16, 19, 5068–5071
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    https://doi.org/10.1021/ol502424t
    Published September 16, 2014
    Copyright © 2014 American Chemical Society
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    Abstract

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    A highly efficient one-step Rh-catalyzed preparation of reduced Knoevenagel adducts of various aldehydes and ketones with active methylene compounds has been developed. The protocol does not require an external hydrogen source and employs carbon monoxide as a deoxygenative agent. The use of malonic acid or cyanoacetamide enabled efficient formal deoxygenative addition of methyl acetate or acetonitrile to aldehydes. The developed methodology was applied to the synthesis of the precursors of biomedically important compounds.

    Copyright © 2014 American Chemical Society

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    Organic Letters

    Cite this: Org. Lett. 2014, 16, 19, 5068–5071
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ol502424t
    Published September 16, 2014
    Copyright © 2014 American Chemical Society
    Request reuse permissions

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