High Substrate/Catalyst Organocatalysis by a Chiral Brønsted Acid for an Enantioselective Aza‐Ene‐Type Reaction | Zendy

Terada Masahiro | Zendy; Machioka Kyoko | Zendy; Sorimachi Keiichi | Zendy

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High Substrate/Catalyst Organocatalysis by a Chiral Brønsted Acid for an Enantioselective Aza‐Ene‐Type Reaction

Author(s) -

Terada Masahiro,

Machioka Kyoko,

Sorimachi Keiichi

Publication year - 2006

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200503477

Subject(s) - enantioselective synthesis , organocatalysis , ene reaction , catalysis , substrate (aquarium) , chemistry , enantiomeric excess , brønsted–lowry acid–base theory , enantiomer , organic chemistry , biology , ecology

Lowering the load : A very small amount of a binaphthol‐derived monophosphoric acid organocatalyst accelerates an aza‐ene‐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.

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