4.8 Article

Stereoselective Rhodium-Catalyzed Imination of Sulfides

Journal

ORGANIC LETTERS
Volume 10, Issue 23, Pages 5473-5476

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol802295b

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Funding

  1. Institut de Chimie des Substances Naturelles
  2. COST Action D40 Innovative Catalysis: New Processes and Selectivities
  3. COST

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The preparation of optically active sulfilimines via the catalytic diastereoselective imination of sulfides using a chiral nitrene is described. Excellent yields up to 97% and good diastereoselectivities up to 96% have been obtained. Oxidation of the sulfilimines then stereospecifically affords the corresponding sulfoximines with very good yields in the 88-96% range.

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