4.5 Article

Diastereoselective Addition of Organomagnesium and Organolithium Reagents to Chiral Trifluoromethyl N-tert-Butanesulfinyl Hemiaminals

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 29, Pages 6694-6701

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300890

Keywords

Asymmetric synthesis; Allylation; Reduction; Alkylation; Fluorine

Funding

  1. Centre National de la Recherche Scientifique (CNRS)
  2. Conseil Regional Champagne-Ardenne
  3. Conseil General de la Marne
  4. EU-program Fundo Europeu de Desenvolvimento Regional (FEDER) for the PlAneT CPER project (Analytical platform)
  5. Senegalese Ministere de l'Enseignement Superieur

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The asymmetric synthesis of trifluoromethylated tertiary and secondary carbinamines (,-dibranched and -branched amines) was achieved by reaction of alkyl, aryl and allyl organomagnesium or organolithium reagents to trifluoromethyl N-tert-butanesulfinyl hemiaminals, bench-stable analogs of the corresponding ketoimines.

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