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Synlett 1996; 1996(7): 677-678
DOI: 10.1055/s-1996-5563
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New Tartrate-Derived Bis-Oxazoline Ligands for Enantioselective Cyclopropanation and Aziridination of Alkenes

Andrew M. Harm, Julian G. Knight* , Geoffrey Stemp
  • *Department of Chemistry, Bedson Building, The University of Newcastle upon Tyne, NE1 7RU, U.K.
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Publication Date:
31 December 2000 (online)

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Two novel bis-oxazolines (4) and (11) have been prepared from a readily available derivative of diethyl L-tartrate. Enantioselective copper catalysed aziridination and cyclopropanation of styrene were carried out using (4) and (11) as chiral ligands to give products in up to 49% e.e.

bis-oxazoline - asymmetric cyclopropanation - asymmetric aziridination - tartrate - copper