| Autor: |
Qiao, Q., So, S.-S., Goodnow, R. A., Jr. |
| Zdroj: |
Organic Letters; November 2001, Vol. 3 Issue: 23 p3655-3658, 4p |
| Abstrakt: |
It is possible to correlate the distribution of stereochemical products produced during a Hantzsch thiazole synthesis according to the Hammett free-energy equation. This analysis confirms the presumed control of the rate of epimerization during thiazole formation due to stabilization of a cationic transition state intermediate during dehydration of the thiazoline ring system. In the chemical system under study, the stereochemical outcome of the reaction also appears to occur according to a kinetically controlled protonation of a thiazoline tautomer. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
|
