High substrate/catalyst organocatalysis by a chiral Brønsted acid for an enantioselective aza-ene-type reaction

Masahiro Terada; Kyoko Machioka; Keiichi Sorimachi

doi:10.1002/anie.200503477

High substrate/catalyst organocatalysis by a chiral Brønsted acid for an enantioselective aza-ene-type reaction

Masahiro Terada, Kyoko Machioka, Keiichi Sorimachi

理学研究科・化学専攻

研究成果: Article › 査読

243 被引用数 (Scopus)

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(Chemical Equation Presented) Lowering the load: A very small amount of a binaphthol-derived monophosphoric acid organocatalyst accelerates an azaene-type reaction of N-benzoylimines with enecarbamates to provide β-aminoimines with high enantiomeric purity. This catalysis with a high substrate/catalyst(S/ C) ratio provides a practical route to 1,3-diamine derivatives of synthetic and biological importance.

本文言語	English
ページ（範囲）	2254-2257
ページ数	4
ジャーナル	Angewandte Chemie - International Edition
巻	45
号	14
DOI	https://doi.org/10.1002/anie.200503477
出版ステータス	Published - 2006 3月 27

ASJC Scopus subject areas

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化学 (全般)

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10.1002/anie.200503477

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author = "Masahiro Terada and Kyoko Machioka and Keiichi Sorimachi",

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AU - Sorimachi, Keiichi

PY - 2006/3/27

Y1 - 2006/3/27

N2 - (Chemical Equation Presented) Lowering the load: A very small amount of a binaphthol-derived monophosphoric acid organocatalyst accelerates an azaene-type reaction of N-benzoylimines with enecarbamates to provide β-aminoimines with high enantiomeric purity. This catalysis with a high substrate/catalyst(S/ C) ratio provides a practical route to 1,3-diamine derivatives of synthetic and biological importance.

AB - (Chemical Equation Presented) Lowering the load: A very small amount of a binaphthol-derived monophosphoric acid organocatalyst accelerates an azaene-type reaction of N-benzoylimines with enecarbamates to provide β-aminoimines with high enantiomeric purity. This catalysis with a high substrate/catalyst(S/ C) ratio provides a practical route to 1,3-diamine derivatives of synthetic and biological importance.

KW - Asymmetric synthesis

KW - Brønsted acids

KW - Ene reaction

KW - Organocatalysis

KW - Phosphoric acid

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High substrate/catalyst organocatalysis by a chiral Brønsted acid for an enantioselective aza-ene-type reaction

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