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Catalytic, Highly Enantioselective, Direct Amination of β‐Ketoesters
Author(s) -
Marigo Mauro,
Juhl Karsten,
Jørgensen Karl Anker
Publication year - 2003
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.200390350
Subject(s) - enantioselective synthesis , amination , catalysis , yield (engineering) , chemistry , optically active , organic chemistry , combinatorial chemistry , materials science , metallurgy
Optically active α‐amino acid derivatives were accessed through the direct asymmetric α‐amination of α‐substituted β‐ketoesters 1 , catalyzed by chiral Cu II –bisoxazoline (BOX) complexes. The reaction proceeds with dibenzyl azodicarboxylate in the presence of only 0.2 mol % of the catalyst to give the desired products 2 in high yield with excellent enantioselectivity (up to 99 % ee ).
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