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A Single Phosphine Ligand Allows Palladium-Catalyzed Intermolecular C[BOND]O Bond Formation with Secondary and Primary Alcohols

Authors

  • Dr. Xiaoxing Wu,

    1. Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
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  • Dr. Brett P. Fors,

    1. Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
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  • Prof. Dr. Stephen L. Buchwald

    Corresponding author
    1. Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
    • Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, MA 02139 (USA)
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  • We are grateful to the National Institutes of Health for financial support (grant GM-58160). This activity is supported by an educational donation provided by Amgen. B.P.F. thanks Bristol-Myers Squibb for a graduate fellowship. The Varian 300 MHz instrument used in this work was purchased with funding from the National Institutes of Health (GM 1S10RR13886-01).

Abstract

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Forging a bond: An efficient, general palladium catalyst for C[BOND]O bond-forming reactions of secondary and primary alcohols with a range of aryl halides has been developed using the ligand 1. Heteroaryl halides, and for the first time, electron-rich aryl halides can be coupled with secondary alcohols. A diverse set of substrate combinations are possible with just a single ligand, thus obviating the need to survey multiple ligands.

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