Tetrahedron report number 850Use of TADDOLs and their derivatives in asymmetric synthesis

Graphical abstractThis review is intended to update the most recent developments of asymmetric synthesis using TADDOLs and their derivatives as chiral auxiliaries or chiral ligands from 2001 to 2008. This compilation clearly demonstrates that TADDOLs and their derivatives represent a potential class of chiral reagents to be applied in numerous reaction types, such as nucleophilic additions to CO bonds, nucleophilic conjugate additions to electron-deficient CC double bonds, nucleophilic substitutions, cycloaddition reactions, oxidation and reduction reactions and miscellaneous reactions. One of the most significant and recent development is the use of TADDOLs and their derivatives as organocatalysts in a number of enantioselective organocatalysed reactions. In addition, the efficiency of TADDOLs as powerful resolving agents by inclusion complexation is also illustrated.Download full-size image