Enantioselective borohydride reduction of ketones catalyzed by optically active cobalt(II) complexes

Achievement of high enantioselection by modified borohydrides with furfuryl alcohol derivatives

Kiyoaki D. Sugi, Takushi Nagata, Tohru Yamada, Teruaki Mukaiyama

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

The enantioselective borohydride reduction of ketones catalyzed by optically active (β-oxoaldiminato) cobalt(II) complexes was remarkably improved by using the borohydride which was modified with furfuryl alcohol derivatives and ethanol. In the presence of 1 mol% of the above complex catalysts, asymmetric reduction of aromatic ketones proceeded smoothly to give the corresponding optically active alcohols in quantitative yields within 6-12 h with high enantiomeric excesses (90-97% ee).

Original languageEnglish
Pages (from-to)737-738
Number of pages2
JournalChemistry Letters
Issue number9
Publication statusPublished - 1996
Externally publishedYes

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Borohydrides
Cobalt
Ketones
Derivatives
Ethanol
Alcohols
Catalysts
furfuryl alcohol

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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abstract = "The enantioselective borohydride reduction of ketones catalyzed by optically active (β-oxoaldiminato) cobalt(II) complexes was remarkably improved by using the borohydride which was modified with furfuryl alcohol derivatives and ethanol. In the presence of 1 mol{\%} of the above complex catalysts, asymmetric reduction of aromatic ketones proceeded smoothly to give the corresponding optically active alcohols in quantitative yields within 6-12 h with high enantiomeric excesses (90-97{\%} ee).",
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journal = "Chemistry Letters",
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T2 - Achievement of high enantioselection by modified borohydrides with furfuryl alcohol derivatives

AU - Sugi, Kiyoaki D.

AU - Nagata, Takushi

AU - Yamada, Tohru

AU - Mukaiyama, Teruaki

PY - 1996

Y1 - 1996

N2 - The enantioselective borohydride reduction of ketones catalyzed by optically active (β-oxoaldiminato) cobalt(II) complexes was remarkably improved by using the borohydride which was modified with furfuryl alcohol derivatives and ethanol. In the presence of 1 mol% of the above complex catalysts, asymmetric reduction of aromatic ketones proceeded smoothly to give the corresponding optically active alcohols in quantitative yields within 6-12 h with high enantiomeric excesses (90-97% ee).

AB - The enantioselective borohydride reduction of ketones catalyzed by optically active (β-oxoaldiminato) cobalt(II) complexes was remarkably improved by using the borohydride which was modified with furfuryl alcohol derivatives and ethanol. In the presence of 1 mol% of the above complex catalysts, asymmetric reduction of aromatic ketones proceeded smoothly to give the corresponding optically active alcohols in quantitative yields within 6-12 h with high enantiomeric excesses (90-97% ee).

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