Simple chiral crown ethers complexed with potassium tert-butoxide as efficient catalysts for asymmetric Michael additions

Shin Aoki, Shigeki Sasaki, Kenji Koga

Research output: Contribution to journalArticle

66 Citations (Scopus)

Abstract

Simple C2-symmetric chiral crown ether 1 complexed with KOtBu was found to work as an efficient chiral catalyst in Michael additions to cause high asymmetric induction. The results with various chiral crown ethers as catalysts suggest that diaxial-like conformation of the vicinal methyl groups of 1·potassium enolate complex is responsible for the chiral induction.

Original languageEnglish
Pages (from-to)7229-7230
Number of pages2
JournalTetrahedron Letters
Volume30
Issue number51
DOIs
Publication statusPublished - 1989
Externally publishedYes

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Crown Ethers
Catalysts
Conformations
potassium tert-butoxide

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Simple chiral crown ethers complexed with potassium tert-butoxide as efficient catalysts for asymmetric Michael additions. / Aoki, Shin; Sasaki, Shigeki; Koga, Kenji.

In: Tetrahedron Letters, Vol. 30, No. 51, 1989, p. 7229-7230.

Research output: Contribution to journalArticle

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