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Synlett 1996; 1996(7): 697-698
DOI: 10.1055/s-1996-5573
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Dirhodium(II) Tetrakis[alkyl 2-oxaazetidine-4(S)-carboxylates]. A New Set of Effective Chiral Catalysts for Asymmetric Intermolecular Cyclopropanation Reactions with Diazoacetates

Michael P. Doyle1 , Qi-Lin Zhou, Stanley H. Simonsen2 , Vincent Lynch2
  • 1Department of Chemistry, Trinity University, San Antonio, Texas 78212, U.S.A.
  • 2Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, U.S.A.
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Publication Date:
31 December 2000 (online)

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Chiral dirhodium(II) azetidinone-carboxylate catalysts provide high enantiocontrol in intermolecular cyclopropanation reactions of diazoacetates (up to 95% ee), and carbene addition occurs with modest cis diastereoselectivity.

asymmetric catalysis - intermolecular cyclopropanation - diazoacetates - chiral dirhodium(II) catalysts - alkyl azetidinone-carboxylates