Download PDF
Synlett 1999; 1999(5): 547-548
DOI: 10.1055/s-1999-2685
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Effects of Metal Cations in Lewis Acid-Surfactant Combined Catalyst-Mediated Aldol Reactions in Water

Kei Manabe* , Shū Kobayashi
  • *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
Further Information

Publication History

Publication Date:
31 December 1999 (online)

  PDF Download  Permissions and Reprints All articles of this category

Studies on aldol reactions of benzaldehyde with a thioketene silyl acetal in water in the presence of various dodecyl sulfate and dodecanesulfonate salts as Lewis acid-surfactant combined catalysts have revealed that the order of the catalytic ability of these salts at the initial stage of the reaction is Cu > Zn, Ag > Sc, Yb > Na > Mn, Co salts, and that the Sc and Yb salts afforded the aldol product in more than 90% final yields due to their ability to suppress the hydrolysis of the thioketene silyl acetal.

Lewis acid - aldol reaction - surfactant - metal cation - thioketene silyl acetal

      >