Enantioselective Nitroso Aldol Reaction Catalyzed by a Chiral Phosphine–Silver Complex
2016; Wiley; Volume: 2016; Issue: 32 Linguagem: Inglês
10.1002/ejoc.201601143
ISSN1434-193X
AutoresAkira Yanagisawa, Yuqin Lin, Akihiro Takeishi, Kazuhiro Yoshida,
Tópico(s)Cyclopropane Reaction Mechanisms
ResumoA catalytic asymmetric O ‐nitroso aldol reaction of alkenyl trifluoroacetates with nitrosoarenes was achieved by using QuinoxP* · AgOAc [( R , R )‐QuinoxP* = (–)‐( R , R )‐2,3‐bis( tert ‐butylmethylphosphino)quinoxaline] as the chiral precatalyst and N , N ‐diisopropylethylamine as the base precatalyst in the presence of methanol. Optically active α‐aminooxy ketones with up to 99 % ee were regioselectively obtained in moderate to high yields by the in situ generated chiral silver enolates.
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