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Camphor/Imidazoline Derived Ligands for Nitroaldol Reaction

Authors: Bureš Filip | Tydlitát Jiří | Kulhánek Jiří

Year: 2013

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Camphor/Imidazoline Derived Ligands for Nitroaldol Reaction	Optically active imidazolines constitute attractive five-membered heterocycles, that are able to coordinate various transition metals. Such complexes found wide application in asymmetric reactions. Starting from (1R,2S,3R)-camphordiamine and (hetero)aromatic imidates and orthoformate, nine new camphor-annelated NH-imidazolines were synthesized. Subsequent N-modification was carried out via methylation, acylation, benzoylation, and sulfonylation. Two regioisomers were usually isolated with the ratios reflecting the structure of the starting NH-imidazoline and the electrophile used (Scheme 1). All of the successfully prepared N1- and C2-substituted camphor-annelated imidazolines were applied to the asymmetric version of a Cu(II)-catalyzed Henry reaction. The electronic effects of both N1- and C2-pendants on the chemical and asymmetric outcomes of the nitroaldol reaction have been studied and discussed	Camphor-Imidazolines; Ligands; Nitroaldol reaction