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

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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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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

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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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