Synthesis of Chiral Crown Ethers from (+)- and (-)-2-Hydronaphtoin

Article abstract of DOI:10.1055/s-1987-28070

Racemic 2-hydronaphtoin has been resolved by formation of diastereoisomers with (-)-mentoxyacetyl chloride and fractional crystallization of mentoxyacetates.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.