4.7 Article

On the utility of S-mesitylsulfinimines for the stereoselective synthesis of chiral amines and aziridines

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 26, Pages 7491-7493

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11870f

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Funding

  1. GlaxoSmithKline
  2. EPSRC [RAS: EP/E055346, CR: EP/F068352]
  3. Engineering and Physical Sciences Research Council [EP/F068352/1] Funding Source: researchfish
  4. EPSRC [EP/F068352/1] Funding Source: UKRI

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The synthetic utility of S-mesitylsulfinimines for the synthesis of chiral amines and aziridines was examined through their reactions with Grignard reagents, with the ylides derived from trimethylsulfonium iodide and S-allyl-tetrahydrothiophenium bromide and through an aza-Darzens manifold, affording convenient access to a diverse range of highly substituted chiral amines and aziridines in high yields and excellent stereoselectivities.

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