التفاصيل البيبلوغرافية
| العنوان: |
Origin of Enantioselectivity in Benzotetramisole-Catalyzed Dynamic Kinetic Resolution of Azlactones. |
| المؤلفون: |
Liu, Peng1, Yang, Xing1, Birman, Vladimir B.1, Houk, K. N.1 |
| المصدر: |
Organic Letters. Jul2012, Vol. 14 Issue 13, p3288-3291. 4p. |
| مصطلحات موضوعية: |
*TETRAMISOLE, *ENANTIOSELECTIVE catalysis, *CHEMICAL kinetics, *KINETIC resolution, *DENSITY functionals, *CARBONYL group |
| مستخلص: |
Density functional theory (DFT) calculations were performed to investigate the origins of enantioselectivity in benzotetramisole (BTM)-catalyzed dynamic kinetic resolution of azlactones. The transition states of the fast-reacting enantiomer are stabilized by electrostatic interactions between the amide carbonyl group and the acetate anion bound to the nucleophile. The chiral BTM catalyst confines the conformation of the α-carbon and the facial selectivity of the nucleophilic attack to promote such electrostatic attractions. [ABSTRACT FROM AUTHOR] |
| قاعدة البيانات: |
Academic Search Index |