4.8 Article

Domino Carbopalladation-Carbonylation: Generating Quaternary Stereocenters while Controlling β-Hydride Elimination

Journal

ORGANIC LETTERS
Volume 12, Issue 17, Pages 3732-3735

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1009703

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Funding

  1. Knut and Alice Wallenberg Foundation
  2. Swedish Research Council
  3. Estonian Science Foundation [7808]

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A domino carbopalladation-carbonylation sequence for substrates possessing beta-hydrogens is explored. This allows for the construction of complex architectures with vicinal stereocenters in a concise and rapid fashion via the stereocontrolled formation of two carbon carbon bonds. An integral aspect of this domino reaction is the ability to control beta-hydride elimination of the organopalladium intermediate and instead form the carbonylation product.

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