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Synlett 1993; 1993(2): 151-153
DOI: 10.1055/s-1993-22385
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Diastereoselectivity Enhancement in Cyclopropanation and Cyclopropenation Reactions of Chiral Diazoacetate Esters Catalyzed by Chiral Dirhodium(II) Carboxamides

Michael P. Doyle* , Marina N. Protopopova, Bridget D. Brandes, Huw M. L. Davies, Nicholas J. S. Huby, James K. Whitesell
  • *Department of Chemistry, Trinity University, San Antonio, Texas 78212, USA
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Publication History

Publication Date:
19 March 2002 (online)

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The extent of stereodifferentiation in intermolecular cyclopropanation and cyclopropenation reactions has been determined with chiral diazoacetate esters possessing chiral auxiliaries derived from d- and l-menthol, (+)-trans-2-phenylcyclohexanol, and (-)-D-pantolactone, catalyzed by chiral dirhodium(II) tetrakis(methyl 2-pyrrolidone-5-carboxylates).