Activation of Hemiaminal Ethers by Chiral Brønsted Acids for Facile Access to Enantioselective Two‐Carbon Homologation Using Enecarbamates | Zendy

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

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Activation of Hemiaminal Ethers by Chiral Brønsted Acids for Facile Access to Enantioselective Two‐Carbon Homologation Using Enecarbamates

Author(s) -

Terada Masahiro,

Machioka Kyoko,

Sorimachi Keiichi

Publication year - 2009

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.200805385

Subject(s) - hemiaminal , enantioselective synthesis , chemistry , brønsted–lowry acid–base theory , phosphoric acid , organic chemistry , catalysis

An enriching experience : Chiral phosphoric acids have been used to catalyze the title transformation for aromatic and aliphatic hemiaminal ethers. The process affords the corresponding products in good to high enantioselectivity (see scheme; Boc= tert ‐butoxycarbonyl, G=aromatic group). The method enables facile access to highly enantioenriched 1,3‐diamine derivatives.

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