| publication name | α-Substitution Effects on the Ease of S→N-Acyl Transfer in Aminothioesters |
|---|---|
| Authors | Bahaa El-Dien M. El-Gendy, Ebrahim H. Ghazvini Zadeh, Ania C. Sotuyo, Girinath G. Pillai andAlan R. Katritzky |
| year | 2013 |
| keywords | |
| journal | |
| volume | Not Available |
| issue | Not Available |
| pages | Not Available |
| publisher | Not Available |
| Local/International | International |
| Paper Link | http://onlinelibrary.wiley.com/doi/10.1111/cbdd.12092/abstract?deniedAccessCustomisedMessage=&userIsAuthenticated=false |
| Full paper | download |
| Supplementary materials | Not Available |
Abstract
In S-acylcysteines and homocysteines, the efficacy and rate of S→N-acyl transfer (5 and 6 cyclic TSs) vary with the size of S-acyl group. Conformational and quantum chemical calculations indicate that the spatial distance, b(N-C), between the terminal amine and the thioester carbon is shortened by α-C(O)X (X = OH, OMe, NH2) substituents.