Stereochemical assignments of aldol products of 2‐arylimino‐3‐aryl‐thiazolidine‐4‐ones by 1H NMR |
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| Authors: | Sule Erol Ilknur Dogan |
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| Affiliation: | Chemistry Department, Bo?azi?i University, , 34342 ?stanbul, Turkey |
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| Abstract: | 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 3JH,H 1H NMR coupling constants. Copyright © 2012 John Wiley & Sons, Ltd. |
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| Keywords: | NMR 1H 3JH H coupling constants stereochemical assignments aldol reaction axial chirality intramolecular hydrogen bonding |
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