Catalytic enantioselective protonation of cobalt-enolate equivalents generated by 1,4-reduction with borohydride

Yuhki Ohtsuka; Taketo Ikeno; Tohru Yamada

doi:10.1016/S0957-4166(03)00092-2

Catalytic enantioselective protonation of cobalt-enolate equivalents generated by 1,4-reduction with borohydride

Yuhki Ohtsuka, Taketo Ikeno, Tohru Yamada

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

50 Citations (Scopus)

Abstract

In the presence of a catalytic amount of the optically active β-ketoiminato cobalt(II) complex and borohydride modified with appropriate alcohols, the 1,4-reduction of α-substituted-α,β-unsaturated carboxamides followed by in situ enantioselective protonation proceeded smoothly to afford optically active α-substituted carboxamides with good enantiomeric excess.

Original language	English
Pages (from-to)	967-970
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	14
Issue number	8
DOIs	https://doi.org/10.1016/S0957-4166(03)00092-2
Publication status	Published - 2003 Apr 18

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/S0957-4166(03)00092-2

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abstract = "In the presence of a catalytic amount of the optically active β-ketoiminato cobalt(II) complex and borohydride modified with appropriate alcohols, the 1,4-reduction of α-substituted-α,β-unsaturated carboxamides followed by in situ enantioselective protonation proceeded smoothly to afford optically active α-substituted carboxamides with good enantiomeric excess.",

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AU - Ohtsuka, Yuhki

AU - Ikeno, Taketo

AU - Yamada, Tohru

PY - 2003/4/18

Y1 - 2003/4/18

N2 - In the presence of a catalytic amount of the optically active β-ketoiminato cobalt(II) complex and borohydride modified with appropriate alcohols, the 1,4-reduction of α-substituted-α,β-unsaturated carboxamides followed by in situ enantioselective protonation proceeded smoothly to afford optically active α-substituted carboxamides with good enantiomeric excess.

AB - In the presence of a catalytic amount of the optically active β-ketoiminato cobalt(II) complex and borohydride modified with appropriate alcohols, the 1,4-reduction of α-substituted-α,β-unsaturated carboxamides followed by in situ enantioselective protonation proceeded smoothly to afford optically active α-substituted carboxamides with good enantiomeric excess.

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ER -

Catalytic enantioselective protonation of cobalt-enolate equivalents generated by 1,4-reduction with borohydride

Abstract

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