Chiral Zirconium-Catalyzed Asymmetric Mannich-Type Reactions Using Acylhydrazones as Imine Equivalents

この論文にアクセスする

この論文をさがす

著者

    • KOBAYASHI Shu
    • Graduate School of Pharmaceutical Science, The University of Tokyo, CREST
    • ISHITANI Haruro
    • Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT)

抄録

In the presence of a catalytic amount of a new zirconium catalyst, prepared from zirconium(IV) t-butoxide and (R)-3,3′-dibromo-1,1′-bi-2-naphthol, 4-trifluoromethylbenzoylhydrazones reacted with silyl enolates to afford the corresponding adducts, β-N′-acylhydrazinocarbonyl compounds, in good yields with high enantiomeric excesses. Reductive cleavage of the nitrogen-nitrogen bond of the hydrazino compound using samarium diiodide gave a chiral β-aminocarbonyl compound. In addition, the hydrazino compound was also successfully converted to chiral β-lactam and pyrazolidinone derivatives.

収録刊行物

  • Chemistry letters

    Chemistry letters 1998(11), 1131-1132, 1998-11-05

    公益社団法人 日本化学会

参考文献:  23件中 1-23件 を表示

  • <no title>

    KLEINMAN E. F.

    Comprehensive Organic Synthesis, 2, 893, 1991

    被引用文献5件

  • <no title>

    JUARISTI E.

    Enantioselective Synthesis of β-Amino Acids, 1996

    被引用文献1件

  • <no title>

    OJIMA I.

    Catalytic Asymmetric Synthesis, 1993

    被引用文献19件

  • <no title>

    NOYORI R.

    Asymmetric Catalysis in Organic Synthesis, 1994

    被引用文献73件

  • <no title>

    NELSON S. G.

    Tetrahedron: Asym. 9, 357, 1998

    被引用文献2件

  • <no title>

    GROGER H.

    Chem. Eur. J. 4, 1137, 1998

    被引用文献8件

  • <no title>

    COREY E. J.

    Tetrahedron Lett. 39, 5287, 1984

    被引用文献1件

  • <no title>

    ISHIHARA K.

    J. Am. Chem. Soc. 116, 10520, 1994

    被引用文献10件

  • <no title>

    ISHITANI H.

    J. Am. Chem. Soc. 119, 7153, 1997

    被引用文献7件

  • <no title>

    KOBAYASHI S.

    J. Am. Chem. Soc. 120, 4548, 1998

    被引用文献1件

  • <no title>

    FUJIEDA H.

    J. Am. Chem. Soc. 119, 2060, 1997

    被引用文献6件

  • <no title>

    HAGIWARA E.

    J. Am. Chem. Soc. 120, 2474, 1998

    被引用文献11件

  • <no title>

    FERRARIS D.

    J. Am. Chem. Soc. 120, 4548, 1998

    被引用文献7件

  • <no title>

    OYAMADA H.

    Synlett 1998, 249

    被引用文献3件

  • <no title>

    BURK M. J.

    J. Am. Chem. Soc. 114, 6266, 1992

    被引用文献5件

  • <no title>

    BURK M. J.

    Tetrahedron 50, 4399, 1994

    被引用文献4件

  • <no title>

    COX P. J.

    Tetrahedron Lett. 33, 2253, 1992

    被引用文献2件

  • <no title>

    MARUOKA K.

    Bull. Chem. Soc. Jpn. 61, 2975, 1988

    被引用文献4件

  • <no title>

    OVERMAN Cf. L. E.

    J. Am. Chem. Soc. 119, 7159, 1997

    被引用文献1件

  • <no title>

    ALEXAKIS Cf. A.

    Synlett 1991, 625

    被引用文献1件

  • <no title>

    SEEBACH D.

    Synthesis 1979, 423

    被引用文献1件

  • <no title>

    DENMARK S. E.

    J. Am. Chem. Soc. 109, 2224, 1987

    被引用文献4件

  • <no title>

    KUNZ H.

    Angew. Chem., Int. Ed. Engl. 28, 1068, 1989

    被引用文献1件

各種コード

  • NII論文ID(NAID)
    10004700924
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
ページトップへ