Premium
Diastereomeric Fluoroolefins as Peptide Bond Mimics Prepared by Asymmetric Reductive Amination of α‐Fluoroenones
Author(s) -
Dutheuil Guillaume,
CouveBonnaire Samuel,
Pannecoucke Xavier
Publication year - 2007
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.200604246
Subject(s) - reductive amination , diastereomer , imine , stereoselectivity , dipeptide , chemistry , combinatorial chemistry , amination , stereochemistry , organic chemistry , peptide , catalysis , biochemistry
Fluoropeptidomimetics : An efficient asymmetric reductive amination of fluoroenones has been developed that affords potential precursors of fluoropeptide isosteres. Stereoselective routes with different reductive agents provided both diastereomers from the same nonracemic sulfinyl imine. The method was applied to the synthesis of different dipeptide analogues.