Premium
2‐Hydroxybenzophenone as a Chemical Auxiliary for the Activation of Ketiminoesters for Highly Enantioselective Addition to Nitroalkenes under Bifunctional Catalysis
Author(s) -
GuerreroCorella Andrea,
Esteban Francisco,
Iniesta Manuel,
MartínSomer Ana,
Parra Mario,
DíazTendero Sergio,
Fraile Alberto,
Alemán Jose
Publication year - 2018
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.201800435
Subject(s) - enantioselective synthesis , bifunctional , chemistry , catalysis , reactivity (psychology) , methylene , stereoselectivity , bifunctional catalyst , glycine , organic chemistry , organocatalysis , michael reaction , combinatorial chemistry , amino acid , biochemistry , medicine , alternative medicine , pathology
An organocatalytic system is presented for the Michael addition of monoactivated glycine ketimine ylides with a bifunctional catalyst. The ketimine bears an ortho hydroxy group, which increases the acidity of the methylene hydrogen atoms and enhances the reactivity, thus allowing the synthesis of a large variety of α,γ‐diamino acid derivatives with excellent stereoselectivity.