946065-81-2Relevant academic research and scientific papers
Evaluation of catalyst acidity and substrate electronic effects in a hydrogen bond-catalyzed enantioselective reaction
Jensen, Katrina H.,Sigman, Matthew S.
supporting information; experimental part, p. 7194 - 7201 (2011/01/12)
A modular catalyst structure was applied to evaluate the effects of catalyst acidity in a hydrogen bond-catalyzed hetero Diels-Alder reaction. Linear free energy relationships between catalyst acidity and both rate and enantioselectivity were observed, wh
Synthesis of amine functionalized oxazolines with applications in asymmetric catalysis
Miller, Jeremie J.,Rajaram, Sridhar,Pfaffenroth, Cornelia,Sigman, Matthew S.
experimental part, p. 3110 - 3119 (2009/09/05)
This paper describes the synthesis of three classes of amine functionalized oxazolines that have been successfully used in asymmetric catalysis in our laboratory. Failed synthetic routes and significantly improved procedures are discussed including the synthesis of ligands for Nozaki-Hiyama-Kishi (NHK) carbonyl allylation reactions that do not require chromatography for purification.
Systematically probing the effect of catalyst acidity in a hydrogen-bond-catalyzed enantioselective reaction
Jensen, Katrina H.,Sigman, Matthew S.
, p. 4748 - 4750 (2008/02/10)
(Chemical Equation Presented) Defining the relationship: The effect of catalyst acidity has been systematically probed by using a modular oxazoline catalyst in a hetero-Diels-Alder reaction catalyzed by hydrogen bonding. Linear free energy relationships w
Design of hydrogen bond catalysts based on a modular oxazoline template: Application to an enantioselective hetero Diels-Alder reaction
Rajaram, Sridhar,Sigman, Matthew S.
, p. 5473 - 5475 (2007/10/03)
(Chemical Equation Presented) A catalyst system that displays two hydrogen bond donating arms from a rigid oxazoline backbone and its utility in a hydrogen bond promoted enantioselective hetero Diels-Alder reaction are described.
