1643771-11-2Relevant articles and documents
Stereoelectronic basis for the kinetic resolution of n-heterocycles with chiral acylating reagents
Hsieh, Sheng-Ying,Wanner, Benedikt,Wheeler, Philip,Beauchemin, Andre M.,Rovis, Tomislav,Bode, Jeffrey W.
, p. 7228 - 7231 (2014/06/23)
The kinetic resolution of N-heterocycles with chiral acylating agents reveals a previously unrecognized stereoelectronic effect in amine acylation. Combined with a new achiral hydroxamate, this effect makes possible the resolution of various N-heterocycles by using easily prepared reagents. A transition-state model to rationalize the stereochemical outcome of this kinetic resolution is also proposed.