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Publikace detail

Camphor/Imidazoline Derived Ligands for Nitroaldol Reaction
Rok: 2013
Druh publikace: ostatní - přednáška nebo poster
Strana od-do: nestránkováno
Tituly:
Jazyk Název Abstrakt Klíčová slova
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