Chiral recognition conducted by tartaric acid derivatives in nonaqueous media

✍ Scribed by Yasuo Dobashi; Akira Dobashi; Shoji Hara

• Book ID: 104229966
• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 241 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)99875-7

✦ Synopsis

Chiral recognition of hydroxycaboxylic acid, amino acid and 1,2-diol derivatives using diastereomeric complexation based on hydrogen bond with L(+)-N,N'diisopropyl-tartramide (DIPTA) is described.

Optically active tartaric acid and its diester derivatives are well known as effective chiral adjuvants which induce chirality in prochiral molecules! In this paper, we report that chiral tartaric acid derivatives have also the potential of recognizing molecular chirality on the basis of hydrogen bonding affinity toward enantiomeric mixtures.

One fascinating aspect of these derivatives is that they are symmetric in C2 axis; two kinds of functional groups, hydroxyl