Highly Enantioselective Hydrogenation of (E)-β-(Acylamino)acrylates Catalyzed by Rh(I)-Complexes of Electron-Rich P-Chirogenic Diphosphines

Masaya Yasutake; Ilya D. Gridnev; Natsuka Higashi; Tsuneo Imamoto

doi:10.1021/ol0158967

Highly Enantioselective Hydrogenation of (E)-β-(Acylamino)acrylates Catalyzed by Rh(I)-Complexes of Electron-Rich P-Chirogenic Diphosphines

Masaya Yasutake, Ilya D. Gridnev, Natsuka Higashi, Tsuneo Imamoto

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

114 Citations (Scopus)

Abstract

(matrix presented) Excellent enantioselectivities up to 99.7% were achieved in the hydrogenation of (E)-β-(acylamino)acrylates by the use of Rh(I)-complexes of electron-rich diphosphines, t-Bu-BisP* and t-Bu-MiniPHOS. Low-temperature NMR experiments testify that monohydrides with β-carbon atom of the substrate bound to rhodium are involved in the catalytic cycle.

Original language	English
Pages (from-to)	1701-1704
Number of pages	4
Journal	Organic letters
Volume	3
Issue number	11
DOIs	https://doi.org/10.1021/ol0158967
Publication status	Published - 2001 May 31
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "(matrix presented) Excellent enantioselectivities up to 99.7% were achieved in the hydrogenation of (E)-β-(acylamino)acrylates by the use of Rh(I)-complexes of electron-rich diphosphines, t-Bu-BisP* and t-Bu-MiniPHOS. Low-temperature NMR experiments testify that monohydrides with β-carbon atom of the substrate bound to rhodium are involved in the catalytic cycle.",

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AU - Yasutake, Masaya

AU - Gridnev, Ilya D.

AU - Higashi, Natsuka

AU - Imamoto, Tsuneo

PY - 2001/5/31

Y1 - 2001/5/31

N2 - (matrix presented) Excellent enantioselectivities up to 99.7% were achieved in the hydrogenation of (E)-β-(acylamino)acrylates by the use of Rh(I)-complexes of electron-rich diphosphines, t-Bu-BisP* and t-Bu-MiniPHOS. Low-temperature NMR experiments testify that monohydrides with β-carbon atom of the substrate bound to rhodium are involved in the catalytic cycle.

AB - (matrix presented) Excellent enantioselectivities up to 99.7% were achieved in the hydrogenation of (E)-β-(acylamino)acrylates by the use of Rh(I)-complexes of electron-rich diphosphines, t-Bu-BisP* and t-Bu-MiniPHOS. Low-temperature NMR experiments testify that monohydrides with β-carbon atom of the substrate bound to rhodium are involved in the catalytic cycle.

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Highly Enantioselective Hydrogenation of (E)-β-(Acylamino)acrylates Catalyzed by Rh(I)-Complexes of Electron-Rich P-Chirogenic Diphosphines

Abstract

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