Reduction of antides to amines via catalytic hydrosilylation by a rhodium complex

Ryoichi Kuwano; Masatoshi Takahashi; Yoshihiko Ito

doi:10.1016/S0040-4039(97)10804-8

Reduction of antides to amines via catalytic hydrosilylation by a rhodium complex

Ryoichi Kuwano, Masatoshi Takahashi, Yoshihiko Ito

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

154 Citations (Scopus)

Abstract

Reduction of a wide range of tertiary amides with 2 molar equivalents of diphenylsilane was promoted by 0.1 mol% of RhH(CO)(PPh₃)₃ at room temperature, affording the corresponding tertiary amines in high yields. The synthetic utility is demonstrated by chemoselective reductions of amides having functional groups such as ester and epoxy groups which are not tolerated by the conventional reductions with LiAlH₄ and BH₃.

Original language	English
Pages (from-to)	1017-1020
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4039(97)10804-8
Publication status	Published - Feb 26 1998
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(97)10804-8

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abstract = "Reduction of a wide range of tertiary amides with 2 molar equivalents of diphenylsilane was promoted by 0.1 mol% of RhH(CO)(PPh3)3 at room temperature, affording the corresponding tertiary amines in high yields. The synthetic utility is demonstrated by chemoselective reductions of amides having functional groups such as ester and epoxy groups which are not tolerated by the conventional reductions with LiAlH4 and BH3.",

author = "Ryoichi Kuwano and Masatoshi Takahashi and Yoshihiko Ito",

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T1 - Reduction of antides to amines via catalytic hydrosilylation by a rhodium complex

AU - Kuwano, Ryoichi

AU - Takahashi, Masatoshi

AU - Ito, Yoshihiko

PY - 1998/2/26

Y1 - 1998/2/26

N2 - Reduction of a wide range of tertiary amides with 2 molar equivalents of diphenylsilane was promoted by 0.1 mol% of RhH(CO)(PPh3)3 at room temperature, affording the corresponding tertiary amines in high yields. The synthetic utility is demonstrated by chemoselective reductions of amides having functional groups such as ester and epoxy groups which are not tolerated by the conventional reductions with LiAlH4 and BH3.

AB - Reduction of a wide range of tertiary amides with 2 molar equivalents of diphenylsilane was promoted by 0.1 mol% of RhH(CO)(PPh3)3 at room temperature, affording the corresponding tertiary amines in high yields. The synthetic utility is demonstrated by chemoselective reductions of amides having functional groups such as ester and epoxy groups which are not tolerated by the conventional reductions with LiAlH4 and BH3.

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U2 - 10.1016/S0040-4039(97)10804-8

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 9

ER -

Reduction of antides to amines via catalytic hydrosilylation by a rhodium complex

Abstract

All Science Journal Classification (ASJC) codes

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