Enantioselective Nitroso Aldol Reaction Catalyzed by QuinoxP·Silver(I) Complex and Tin Methoxide

A catalytic enantioselective O-nitroso aldol reaction of alkenyl trichloroacetates with nitrosoarenes was achieved using the (R,R)-t-Bu-QuinoxP*·AgOAc complex as the chiral catalyst and Bu2Sn(OMe)2 as the achiral cocatalyst in the presence of methanol. Optically active α-aminooxy ketones with up to...

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Veröffentlicht in:Journal of the American Chemical Society 2010-04, Vol.132 (15), p.5328-5329
Hauptverfasser: Yanagisawa, Akira, Takeshita, Satoshi, Izumi, Youhei, Yoshida, Kazuhiro
Format: Artikel
Sprache:eng
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Zusammenfassung:A catalytic enantioselective O-nitroso aldol reaction of alkenyl trichloroacetates with nitrosoarenes was achieved using the (R,R)-t-Bu-QuinoxP*·AgOAc complex as the chiral catalyst and Bu2Sn(OMe)2 as the achiral cocatalyst in the presence of methanol. Optically active α-aminooxy ketones with up to 99% ee were regioselectively obtained in high yields from various alkenyl trichloroacetates of cyclic ketones.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja910588w