Structural requirements of a chiral ligand for the catalytic asymmetric addition of thiophenol to α,β-unsaturated esters

Kiyoshi Tomioka, Manabu Okuda, Katsumi Nishimura, Shino Manabe, Motomu Kanai, Yasuo Nagaoka, Kenji Koga

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)

Abstract

The tridentate amino ether ligands 1 and 14 were developed through systematic structural modification of the bidentate diether ligand 2. The reaction of thiophenol with methyl crotonate was catalyzed by 14 and lithium thiophenolate to afford (S)-methyl 3-phenylthiobutanoate in 75% ee and 95% yield.

Original languageEnglish
Pages (from-to)2141-2144
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number15
DOIs
Publication statusPublished - 1998 Apr 9

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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