Catalytic asymmetric and chemoselective aerobic oxidation

Kinetic resolution of sec-alcohols

Kouta Masutani, Tatsuya Uchida, Ryo Irie, Tsutomu Katsuki

Research output: Contribution to journalArticle

134 Citations (Scopus)

Abstract

Optically active (nitroso)(salen)ruthenium(II) chloride (2) was found to be an efficient catalyst for aerobic oxidation of racemic secondary alcohols under irradiation with a halogen or fluorescent lamp, which proceeded with good enantiomer-differentiation (k(rel) = 11-20). Furthermore, no epoxidation was observed in the oxidation of racemic 4-phenyl-3-buten-2-ol. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)5119-5123
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number26
DOIs
Publication statusPublished - Jun 24 2000

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Halogens
Alcohols
Oxidation
Fluorescent lamps
Kinetics
Ruthenium
Epoxidation
Enantiomers
Chlorides
Irradiation
Catalysts
disalicylaldehyde ethylenediamine
ruthenium chloride

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Catalytic asymmetric and chemoselective aerobic oxidation : Kinetic resolution of sec-alcohols. / Masutani, Kouta; Uchida, Tatsuya; Irie, Ryo; Katsuki, Tsutomu.

In: Tetrahedron Letters, Vol. 41, No. 26, 24.06.2000, p. 5119-5123.

Research output: Contribution to journalArticle

Masutani, Kouta ; Uchida, Tatsuya ; Irie, Ryo ; Katsuki, Tsutomu. / Catalytic asymmetric and chemoselective aerobic oxidation : Kinetic resolution of sec-alcohols. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 26. pp. 5119-5123.
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