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Synlett 1991; 1991(9): 657-658
DOI: 10.1055/s-1991-20831
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Tricarbonylchromium Phenyloxazoline and -Imine Complexes: Highly Regioselective ortho-Additions of Carbon Nucleophiles

E. Peter Kündig* , David Amurrio, Ronggang Liu, Alberto Ripa
  • *Department of Organic Chemistry, University of Geneva, CH-1211 Geneva 4, Switzerland
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Publication Date:
07 March 2002 (online)

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Alkyl-, vinyl- and aryllithium reagents and an ester enolate added efficiently and highly regioselectively ortho to the aromatic substituent of tricarbonyl(4,5-dihydro-4,4-dimethyl-2-phenyloxazole)chromium(0) (1) and tricarbonyl(benzylidene-cyclohexylamine)chromium(0) (2) complexes. The tertiary carbanion 2-lithio-2-methylpropionitrile gave a 3:1 para/meta selectivity. Complex 1 was obtained via arene exchange in tricarbonyl(naphthalene)chromium(0).

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