Bis-TADDOLs as bifunctional organocatalysts for trifluoromethylation of aldehydes and ring-opening of cyclohexene oxide with p-toluidine

Abstract

A set of bis-TADDOLs, in which two TADDOL moieties are connected by different linkers, have been prepared. A great dependence of the catalytic activities of the bis-TADDOLs on the distance between the TADDOL moieties was found by the addition of trifluoromethyltrimethylsilane to benzaldehyde and ring-opening of cyclohexene oxide with or without alkali metal salts added.