An europium(III) complex as an efficient catalyst for the Michael reaction of α,β-enones with ketene silyl acetals: LIS-NMR analysis for the transition state through complexation between europium(III) catalyst and enones

Masahiro Terada; Takeshi Nakai; Koichi Mikami

doi:10.1016/0020-1693(94)03929-1

An europium(III) complex as an efficient catalyst for the Michael reaction of α,β-enones with ketene silyl acetals: LIS-NMR analysis for the transition state through complexation between europium(III) catalyst and enones

Masahiro Terada, Takeshi Nakai, Koichi Mikami

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

6 Citations (Scopus)

Abstract

The europium(III) complex, Eu(dppm)₃, is found to be an efficient catalyst for the Michael reactions of α, β- enones with ketene silyl acetals. The high level of erythro selectivity obtained in the reaction of tert-butyl (E)- propenyl ketones (2c) with (E)-1-tert-butoxy-1-[(trimethylsilyl)oxy]propene (3d) is rationalized on the basis of the LIS-NMR analysis of the europium(III) catalyst/enone 2c complex.

Original language	English
Pages (from-to)	377-380
Number of pages	4
Journal	Inorganica Chimica Acta
Volume	222
Issue number	1-2
DOIs	https://doi.org/10.1016/0020-1693(94)03929-1
Publication status	Published - 1994 Jan 1
Externally published	Yes

Keywords

Catalysis
Europium complexes
Lanthanide shift reagent
Michael reaction

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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An europium(III) complex as an efficient catalyst for the Michael reaction of α,β-enones with ketene silyl acetals : LIS-NMR analysis for the transition state through complexation between europium(III) catalyst and enones. / Terada, Masahiro; Nakai, Takeshi; Mikami, Koichi.

In: Inorganica Chimica Acta, Vol. 222, No. 1-2, 01.01.1994, p. 377-380.

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

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abstract = "The europium(III) complex, Eu(dppm)3, is found to be an efficient catalyst for the Michael reactions of α, β- enones with ketene silyl acetals. The high level of erythro selectivity obtained in the reaction of tert-butyl (E)- propenyl ketones (2c) with (E)-1-tert-butoxy-1-[(trimethylsilyl)oxy]propene (3d) is rationalized on the basis of the LIS-NMR analysis of the europium(III) catalyst/enone 2c complex.",

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AU - Terada, Masahiro

AU - Nakai, Takeshi

AU - Mikami, Koichi

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AB - The europium(III) complex, Eu(dppm)3, is found to be an efficient catalyst for the Michael reactions of α, β- enones with ketene silyl acetals. The high level of erythro selectivity obtained in the reaction of tert-butyl (E)- propenyl ketones (2c) with (E)-1-tert-butoxy-1-[(trimethylsilyl)oxy]propene (3d) is rationalized on the basis of the LIS-NMR analysis of the europium(III) catalyst/enone 2c complex.

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KW - Europium complexes

KW - Lanthanide shift reagent

KW - Michael reaction

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An europium(III) complex as an efficient catalyst for the Michael reaction of α,β-enones with ketene silyl acetals: LIS-NMR analysis for the transition state through complexation between europium(III) catalyst and enones

Abstract

Keywords

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