4.8 Article

A New Class of Non-C2-Symmetric Ligands for Oxidative and Redox-Neutral Palladium-Catalyzed Asymmetric Allylic Alkylations of 1,3-Diketones

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 137, Issue 7, Pages 2776-2784

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b00786

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Funding

  1. NSF [CHE-0948222]
  2. Stanford Graduate Fellowship (The William K. Bowes, Jr. Foundation)
  3. Eli Lilly and Company
  4. Stanford Graduate Fellowship
  5. John Stauffer Memorial Fellowship

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We report the discovery, synthesis, and application of a new class of non-C-2-symmetric phosphoramidite ligands derived from pyroglutamic acid for use in both oxidative and redox-neutral palladium-catalyzed asymmetric allylic alkylations of 1,3-diketones. The resulting chiral products are typically obtained in high yield with good to excellent levels of enantioselectivity.

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