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|Title: ||Cinchona-Derived Picolinamides: Effective Organocatalysts for Stereoselective Imine Hydrosilylation|
|Authors: ||Burke, Anthony|
|Editors: ||Ross, Haymo|
|Issue Date: ||1-Nov-2014|
|Abstract: ||Picolinamide-cinchona organocatalysts for the successful enantioselective reduction of ketomines were developed. For the first time, a new type of chiral Lewis base, a cationic species, is reported to efficiently organocatalyze the addition of trichlorosilane to imines. Excellent yields with good to high enantioselectivities (up to 91%) were obtained in the reduction of differently substituted substrates. Noteworthy, remarkably high turnover frequencies for the hydrosilylation of imines were observed; the catalyst of choice proved to be active even at a loading of only 1 mol-%. The loading was further reduced to 0.5 mol-%, and for very short reaction times (15 min) very impressive asymmetric catalyst efficiency speed values were reached.|
|Appears in Collections:||QUI - Publicações - Artigos em Revistas Internacionais Com Arbitragem Científica|
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