4.7 Article

Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol

Journal

CHEMICAL COMMUNICATIONS
Volume 49, Issue 15, Pages 1521-1523

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc38944d

Keywords

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Funding

  1. EPSRC [EP/J007455/1]
  2. AstraZeneca
  3. Royal Society
  4. Engineering and Physical Sciences Research Council [EP/K03927X/1, 1100702, EP/J007455/1] Funding Source: researchfish
  5. EPSRC [EP/K03927X/1, EP/J007455/1] Funding Source: UKRI

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We report efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to alpha,alpha-disubstituted pyrrolidine derivatives. We also demonstrate that catalytic asymmetric variants of this chemistry are feasible by employing a suitable chiral ligand.

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