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

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Title: Enantioselective amination of silylketene acetals with (N-arylsulfonylimino)phenyliodinanes catalyzed by chiral dirhodium(II) carboxylates: asymmetric synthesis of phenylglycine derivatives
Authors: Tanaka, Masahiko Browse this author
Kurosaki, Yasunobu Browse this author
Washio, Takuya Browse this author
Anada, Masahiro Browse this author →KAKEN DB
Hashimoto, Shunichi Browse this author →KAKEN DB
Issue Date: 10-Dec-2007
Publisher: Elsevier
Journal Title: Tetrahedron Letters
Volume: 48
Issue: 50
Start Page: 8799
End Page: 8802
Publisher DOI: 10.1016/j.tetlet.2007.10.087
Abstract: 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.
Relation: http://www.sciencedirect.com/science/journal/00404039
Type: article (author version)
URI: http://hdl.handle.net/2115/32291
Appears in Collections:薬学研究院 (Faculty of Pharmaceutical Sciences) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 穴田 仁洋

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