Stereochemical assignments of aldol products of 2-arylimino-3-aryl-thiazolidine-4-ones by 1H NMR.

The aldol reactions of 2-arylimino-3-aryl-thiazolidine-4-ones with benzaldehyde carried out at -78 °C were found to produce sec-carbinols. Intramolecular hydrogen bonding within the aldol products forming a six-membered ring enabled the assignment of stereochemistries of the major and minor diastereomers via analysis of the syn and anti (3)J(H,H) (1)H NMR coupling constants.