Rapid racemization of chiral non-racemic sec-alcohols catalyzed by (η5-C5(CH3)5)Ru complexes bearing tertiary phosphine-primary amine chelate ligands

Masato Ito, Akihide Osaku, Sachiko Kitahara, Makoto Hirakawa, Takao Ikariya

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

A ternary catalyst system of Cp* RuCl(cod)-2-diphenylphosphinoethylamine-KOt-Bu (Cp*=η 5-C5(CH3)5, cod=1,5-cyclooctadiene) causes rapid racemization of chiral non-racemic sec-alcohols, which results from the reversible hydrogen transfer between sec-alcohols and ketones. Both tertiary phosphine and primary amine functionalities in the ligand are responsible for the high rate.

Original languageEnglish
Pages (from-to)7521-7523
Number of pages3
JournalTetrahedron Letters
Volume44
Issue number40
DOIs
Publication statusPublished - Sep 29 2003

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phosphine
Bearings (structural)
Gadiformes
Amines
Alcohols
Ligands
Ketones
Hydrogen
Catalysts

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Rapid racemization of chiral non-racemic sec-alcohols catalyzed by (η5-C5(CH3)5)Ru complexes bearing tertiary phosphine-primary amine chelate ligands. / Ito, Masato; Osaku, Akihide; Kitahara, Sachiko; Hirakawa, Makoto; Ikariya, Takao.

In: Tetrahedron Letters, Vol. 44, No. 40, 29.09.2003, p. 7521-7523.

Research output: Contribution to journalArticle

Ito, Masato ; Osaku, Akihide ; Kitahara, Sachiko ; Hirakawa, Makoto ; Ikariya, Takao. / Rapid racemization of chiral non-racemic sec-alcohols catalyzed by (η5-C5(CH3)5)Ru complexes bearing tertiary phosphine-primary amine chelate ligands. In: Tetrahedron Letters. 2003 ; Vol. 44, No. 40. pp. 7521-7523.
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