Enantioselective and Z/E-selective conjugate addition of α-substituted cyanoacetates to acetylenic esters catalyzed by bifunctional ruthenium and iridium complexes

Yasuharu Hasegawa; Ilya D. Gridnev; Takao Ikariya

doi:10.1002/anie.201003585

Enantioselective and Z/E-selective conjugate addition of α-substituted cyanoacetates to acetylenic esters catalyzed by bifunctional ruthenium and iridium complexes

Yasuharu Hasegawa, Ilya D. Gridnev, Takao Ikariya

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

28 Citations (Scopus)

Abstract

Metal-based catalysts: The title reaction provided the chiral adducts in high yields, excellent enantiomeric excess, and high Z/E selectivity. A combined NMR/DFT study revealed a key intermediate for the stereoselective reaction and a possible reaction mechanism (see the optimized transition-state structure).

Original language	English
Pages (from-to)	8157-8160
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	44
DOIs	https://doi.org/10.1002/anie.201003585
Publication status	Published - 2010 Oct 25
Externally published	Yes

Keywords

Acetylenic esters
Asymmetric conjugate addition
Bifunctional catalysts
Density functional calculations
Ruthenium

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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Enantioselective and Z/E-selective conjugate addition of α-substituted cyanoacetates to acetylenic esters catalyzed by bifunctional ruthenium and iridium complexes. / Hasegawa, Yasuharu; Gridnev, Ilya D.; Ikariya, Takao.

In: Angewandte Chemie - International Edition, Vol. 49, No. 44, 25.10.2010, p. 8157-8160.

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

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AU - Ikariya, Takao

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Enantioselective and Z/E-selective conjugate addition of α-substituted cyanoacetates to acetylenic esters catalyzed by bifunctional ruthenium and iridium complexes

Abstract

Keywords

ASJC Scopus subject areas

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