Enantioselective amination of silylketene acetals with (N-arylsulfonylimino)phenyliodinanes catalyzed by chiral dirhodium(II) carboxylates:: asymmetric synthesis of phenylglycine derivatives

[摘要] The first catalytic enantioselective amination of silylketene acetals with (N-arylsulfonylimino) phenyliodinanes is described. The reaction of silylketene acetals derived from methyl phenylacetates with [N-(2-nitrophenylsulfonyl)imino] phenyliodinane (NsN = IPh) under the catalysis of dirhodium(II) tetrakis[N-tetrachlorophthaloyl-(S)-tert-leucinate], Rh-2(S-TCPTTL)(4), proceeds in benzene at room temperature to give N-(2-nitrophenylsulfonyl) phenylglycine derivatives in high yields and with enantioselectivities of up to 99% ee. (C) 2007 Elsevier Ltd. All rights reserved.

[发布日期] 2007-12-10