4.7 Article

Highly Regio- and Stereoselective Nickel-Catalyzed Addition of Dialkyl Phosphites to Ynamides: an Efficient Synthesis of β-Aminovinylphosphonates

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 2-3, Pages 263-267

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000792

Keywords

aminophosphonates; hydrophosphonylation; nickel catalysis; ynamides

Funding

  1. CNRS
  2. University Paris-Sud 11
  3. University of Versailles Saint-Quentin en Yvelines
  4. ANR

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A highly regio- and stereoselective, nickel(II)-catalyzed procedure for the hydrophosphonylation of ynamides has been developed. This protocol provides a straightforward and efficient entry to a series of beta-aminovinylphosphonates that can easily be prepared in good yields from a wide range of ynamides and dialkyl phosphites as well as useful insights into the reactivity of ynamides under nickel catalysis.

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