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Synthesis 1987; 1987(8): 739-741
DOI: 10.1055/s-1987-28070
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Synthesis of Chiral Crown Ethers from (+)- and (-)-2-Hydronaphtoin

Robert Chênevert* , Guy Ampleman
  • *Département de Chimie, Faculté des Sciences et de Génie, Université Laval, Québec (Québec), Canada G1K 7P4
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Publication History

Publication Date:
12 September 2002 (online)

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Racemic 2-hydronaphtoin has been resolved by formation of diastereoisomers with (-)-menthoxyacetyl chloride and fractional crystallization of menthoxyacetates. Enantiomers of 2,3,11-12-tetra (2-naphthyl)-18-crown-6 were obtained by condensation between ( + ) or (-)-2-hydronaphtoin and diethylene glycol ditosylate in the presence of potassium hydride as base and template.