948831-14-9Relevant academic research and scientific papers
C1-Symmetric aminosulfoximines in copper-catalyzed asymmetric vinylogous mukaiyama aldol reactions
Frings, Marcus,Atodiresei, Iuliana,Wang, Yutian,Runsink, Jan,Raabe, Gerhard,Bolm, Carsten
supporting information; experimental part, p. 4577 - 4587 (2010/08/19)
Vinylogous Mukaiyama-type aldol reactions have been catalyzed by a combination of Cu(OTf)2 and readily available C1-symmetric aminosulfoximines. After a fine-tuning of the reaction conditions and an optimization of the modularly assembled ligand structure, high stereoselectivities and excellent yields have been achieved in catalyzed reactions involving various electrophile/nucleophile combinations. The relative and absolute configurations of two products were assigned by X-ray single crystal structure analysis and a comparison of calculated and experimental CD spectra.
Highly modular synthesis of C1-symmetric aminosulfoximines and their use as ligands in copper-catalyzed asymmetric Mukaiyama-Aldol reactions
Langner, Martin,Remy, Pauline,Bolm, Carsten
, p. 6254 - 6265 (2007/10/03)
The development of C1-symmetric aminosulfoximines, their highly modular synthesis, and their application in enantioselective copper-catalyzed Mukaiyama-type aldol reactions between pyruvates and enolsilanes is described. In this context, the in
C1-symmetric aminosulfoximines as ligands in copper-catalyzed carbonyl-ene reactions
Langner, Martin,Rémy, Pauline,Bolm, Carsten
, p. 781 - 784 (2007/10/03)
Highly modular C1-symmetric aminosulfoximines were prepared and applied as chiral ligands in copper-catalyzed enantioselective carbonyl-ene reactions. The optimized system catalyzed the conversion of pyruvates and 1,1-disubstituted olefins yiel
C1-symmetric sulfoximines as ligands in copper-catalyzed asymmetric mukaiyama-type aldol reactions
Langner, Martin,Bolm, Carsten
, p. 5984 - 5987 (2007/10/03)
Aldol products with quarternary centers have been obtained with up to 99% ee in high yields by using copper(II) catalysts bearing C1-symmetric aminosulfoximines as ligands (see scheme). In terms of ee values and yield the new catalysts compare
