TADDOLs, Their Derivatives, and TADDOL Analogues: Versatile Chiral Auxiliaries

• Published in: Angewandte Chemie International Edition Vol. 40; no. 1; pp. 92 - 138
• Main Authors: Seebach, Dieter, Beck, Albert K., Heckel, Alexander
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag GmbH 05.01.2001; WILEY‐VCH Verlag GmbH
• Subjects: asymmetric catalysis; asymmetric synthesis; enantiomer separation; TADDOLs

TADDOLs, which contain two adjacent diarylhydroxymethyl groups in a trans relationship on a 1,3‐dioxolane ring, can be prepared from acetals or ketals of tartrate esters by reaction of the latter with aromatic Grignard reagents. They are extraordinarily versatile chiral auxiliaries. Here, a historic...