Catalytic enantioselective synthesis of α-aminooxy and α-hydroxy ketone using nitrosobenzene

N Momiyama, H Yamamoto

Index: Momiyama, Norie; Yamamoto, Hisashi Journal of the American Chemical Society, 2003 , vol. 125, # 20 p. 6038 - 6039

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Citation Number: 196

Abstract

The highly enantioselective and O-selective nitroso aldol reaction of tin enolates 2 and nitrosobenzene (1) has been developed with the use of (R)-BINAP-silver complexes as a catalyst. After the various silver salts were surveyed, the AgOTf and the AgClO4 complex were found to be optimal in the O-selective nitroso aldol reaction in both asymmetric induction (up to 97% ee) and regioselection (O/N=> 99/1), affording aminooxy ketone 3. ...