Catalytic asymmetric epoxidation of α,β-unsaturated esters using an yttrium-biphenyldiol complex

Hiroyuki Kakei, Riichiro Tsuji, Takashi Ohshima, Masakatsu Shibasaki

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

We succeeded in a catalytic asymmetric epoxidation reaction of α,β-unsaturated esters via a conjugate addition of an oxidant using 2-10 mol % of the yttirium-chiral biphenyldiol catalyst. A variety of substrates with β-aryl and β-alkyl substituents were epoxidized efficiently, yielding the corresponding α,β-epoxy esters in up to 97% yield and 99% ee.

Original languageEnglish
Pages (from-to)8962-8963
Number of pages2
JournalJournal of the American Chemical Society
Volume127
Issue number25
DOIs
Publication statusPublished - Jun 29 2005
Externally publishedYes

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Yttrium
Epoxidation
Esters
Oxidants
Catalysts
Substrates

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Catalytic asymmetric epoxidation of α,β-unsaturated esters using an yttrium-biphenyldiol complex. / Kakei, Hiroyuki; Tsuji, Riichiro; Ohshima, Takashi; Shibasaki, Masakatsu.

In: Journal of the American Chemical Society, Vol. 127, No. 25, 29.06.2005, p. 8962-8963.

Research output: Contribution to journalArticle

Kakei, Hiroyuki ; Tsuji, Riichiro ; Ohshima, Takashi ; Shibasaki, Masakatsu. / Catalytic asymmetric epoxidation of α,β-unsaturated esters using an yttrium-biphenyldiol complex. In: Journal of the American Chemical Society. 2005 ; Vol. 127, No. 25. pp. 8962-8963.
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