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

49 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

Access to Document

10.1016/S0957-4166(03)00092-2

Cite this

@article{b4c4c7445ba24926a57efcbc092621eb,

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

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.",

author = "Yuhki Ohtsuka and Taketo Ikeno and Tohru Yamada",

year = "2003",

month = apr,

day = "18",

doi = "10.1016/S0957-4166(03)00092-2",

language = "English",

volume = "14",

pages = "967--970",

journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

publisher = "Elsevier Limited",

number = "8",

}

TY - JOUR

T1 - Catalytic enantioselective protonation of cobalt-enolate equivalents generated by 1,4-reduction with borohydride

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.

UR - http://www.scopus.com/inward/record.url?scp=0037453381&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0037453381&partnerID=8YFLogxK

U2 - 10.1016/S0957-4166(03)00092-2

DO - 10.1016/S0957-4166(03)00092-2

M3 - Article

AN - SCOPUS:0037453381

SN - 0957-4166

VL - 14

SP - 967

EP - 970

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 8

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this