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Synlett 1999; 1999(5): 545-546
DOI: 10.1055/s-1999-2693
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Ln(OTf)3- or Cu(OTf)2-Catalyzed Mannich-Type Reactions of Aldhehydes, Amines and Silyl Enolates in Micellar Systems. Facile Synthesis of β-Amino Ketones and Esters in Water

Shu Kobayashi* , Tsuyoshi Busujima, Satoshi Nagayama
  • *Graduate School of Pharmaceutical Sciences, The University of Tokyo, CREST, Japan Science and Technology Corporation (JST), Hongo, Bunkyo-ku, Tokyo, 113-0033, Japan; Fax +81(3)56 84-06 34; E-mail: skobayas@mol.f.u-tokyo.ac.jp
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Publication Date:
31 December 1999 (online)

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In the presence of a catalytic amount of Ln(OTf)3 or Cu(OTf)2, three-component Mannich-type reactions of aldehydes, amines, and silyl enolates proceeded smoothly in micellar systems to afford the corresponding β-amino ketones or esters in high yields. These reactions were successfully carried out in water without using any organic solvents.

mannich reaction - aqueous reaction - lanthanide triflate - micellar system - benign chemical synthesis