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Catalytic Enantioselective N-Nitroso Aldol Reaction of gamma,delta-Unsaturated delta-Lactones

  作者 YANAGISAWA AKIRA; FUJINAMI TAKEO; OYOKAWA YU; SUGITA TAKUYA; YOSHIDA KAZUHIRO  
  选自 期刊  Organic Letters;  卷期  2012年14-10;  页码  2434-2437  
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[摘要]A catalytic asymmetric N-nitroso aldol reaction of gamma,delta-didehydro-delta-lactones with nitrosoarenes was achieved using chiral tin dibromide as the chiral precatalyst and sodium ethoxide as the base precatalyst in the presence of ethanol. Optically active alpha-hydroxyamino ketones with up to 99% ee were regioselectively obtained in moderate to high yields from various delta-aryl-substituted gamma,delta-didehydro-delta-valerolactones and o-substituted nitrosoarenes.

 
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