摘要

A new highly enantioselective domino Michael/hemiketalization reaction of -hydroxyacetophenone with ,-unsaturated -keto esters for the synthesis of 2,2,4,5-tetrasubstituted chiral tetrahydrofurans is reported. With 2mol% intramolecular dinuclear zinc-AzePhenol complex prepared in situ from the reaction of multidentate semi-azacrown ether ligand with ZnEt2, the corresponding anti-multisubstituted tetrahydrofuran products were obtained in up to 90% yields, and 98% enantiomeric excess (ee) at 0 degrees C for 45min. Moreover, the products were easily converted to 2,3,5-trisubstituted 2,3-dihydrofurans without any loss in optical activity.