The Palladium-Catalyzed Cross-Coupling Reactions of Organotin Reagents with Organic Electrophiles [New Synthetic Methods (58)]

Authors

  • Prof. Dr. John K. Stille

    Corresponding author
    1. Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
    • Department of Chemistry, Colorado State University, Fort Collins, CO 80523 (USA)
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Abstract

The cross-coupling of organotin reagents with a variety of organic electrophiles, catalyzed by palladium, provides a novel method for generating a carbon-carbon bond. Because this mild, versatile reaction is tolerant of a wide variety of functional groups on either coupling partner, is stereospecific and regioselective, and gives high yields of product, it is ideal for use in the synthesis of elaborate organic molecules. When the coupling reaction is carried out in the presence of carbon monoxide, instead of a direct coupling, carbon monoxide insertion takes place, stitching the two coupling partners together and generating a ketone.

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