Asymmetric hydrogenation of (E)-α, β-bis(N-acylamino)acrylates catalyzed by a rhodium complex with trans-chelating chiral diphosphine ligand

Ryoichi Kuwano; Satoshi Okuda; Yoshihiko Ito

doi:10.1016/S0957-4166(98)00297-3

Asymmetric hydrogenation of (E)-α, β-bis(N-acylamino)acrylates catalyzed by a rhodium complex with trans-chelating chiral diphosphine ligand

Ryoichi Kuwano, Satoshi Okuda, Yoshihiko Ito

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

1 被引用数 (Scopus)

抄録

The asymmetric hydrogenation of (E)-α,β-bis(N-acylamino)acrylates was promoted by a rhodium complex bearing a trans-chelating chiral diphosphine ligand (R,R)-(S,S)-PrTRAP, providing the corresponding optically active (2S,3R)-2,3-bis(N-acylamino)carboxylates with 79-82% ee. The 2,3-bis(N- acylamino)carboxylates isolated were readily hydrolyzed under acid to afford (2S,3R)-2,3-diaminocarboxylic acids in 95% yield without epimerization.

本文言語	英語
ページ（範囲）	2773-2775
ページ数	3
ジャーナル	Tetrahedron Asymmetry
巻	9
号	16
DOI	https://doi.org/10.1016/S0957-4166(98)00297-3
出版ステータス	出版済み - 8月 21 1998
外部発表	はい

!!!All Science Journal Classification (ASJC) codes

触媒
物理化学および理論化学
有機化学
無機化学

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10.1016/S0957-4166(98)00297-3

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引用スタイル

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abstract = "The asymmetric hydrogenation of (E)-α,β-bis(N-acylamino)acrylates was promoted by a rhodium complex bearing a trans-chelating chiral diphosphine ligand (R,R)-(S,S)-PrTRAP, providing the corresponding optically active (2S,3R)-2,3-bis(N-acylamino)carboxylates with 79-82% ee. The 2,3-bis(N- acylamino)carboxylates isolated were readily hydrolyzed under acid to afford (2S,3R)-2,3-diaminocarboxylic acids in 95% yield without epimerization.",

author = "Ryoichi Kuwano and Satoshi Okuda and Yoshihiko Ito",

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AB - The asymmetric hydrogenation of (E)-α,β-bis(N-acylamino)acrylates was promoted by a rhodium complex bearing a trans-chelating chiral diphosphine ligand (R,R)-(S,S)-PrTRAP, providing the corresponding optically active (2S,3R)-2,3-bis(N-acylamino)carboxylates with 79-82% ee. The 2,3-bis(N- acylamino)carboxylates isolated were readily hydrolyzed under acid to afford (2S,3R)-2,3-diaminocarboxylic acids in 95% yield without epimerization.

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