Asymmetric acylation of carboxamides having trans-2,5-bis(methoxymethoxymethyl)pyrrolidine moiety as a chiral auxiliary and stereoselective reduction of the resulting 2-alkyl-3-oxoamides

Yoshio Ito, Tsutomu Katsuki, Masaru Yamaguchi

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Abstract

trans-2,5-Bis(methoxymethoxymethyl)pyrrolidine proved to be an excellent chiral auxiliary for the asymmetric acylation of the corresponding carboxamide enolates and the stereoselective Zn(BH4)2 reduction of the resulting 2-alkyl-3-oxo amides provided a useful alternative to asymmetric aldol reaction.

Original languageEnglish
Pages (from-to)6015-6016
Number of pages2
JournalTetrahedron Letters
Volume25
Issue number52
DOIs
Publication statusPublished - 1984

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All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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