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Synlett 2001; 2001(9): 1364-1370
DOI: 10.1055/s-2001-16771
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Macrocycle Formation from Catalytic Metal Carbene Transformations

Michael P. Doyle* , Wenhao Hu
  • *Department of Chemistry, University of Arizona, Tucson, Arizona 85721, USA; Fax (520)626-4815; E-mail: mdoyle@u.arizona.edu
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Publication Date:
28 August 2001 (online)

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The development of catalytic metal carbene transformations for the construction of macrocyclic lactones has dramatically increased their synthetic advantages. All facets of metal carbene transformations - cyclopropanation, cyclopropenation, aromatic cycloaddition, ylide formation and rearrangement, coupling, and insertion - have been demonstrated to occur intramolecularly to form ring sizes of ten or more. These processes vastly increase the versatility of macrocyclization for molecular constructions, and they do not require high dilution techniques for their implementation.

macrocyclization - dirhodium(II) catalysts - copper(I) catalysts - asymmetric induction - addition reactions - coupling