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A N,N′ ‐Dioxide–Copper(II) Complex as an Efficient Catalyst for the Enantioselective and Diastereoselective Mannich‐Type Reaction of Glycine Schiff Bases with Aldimines
Author(s) -
Shang Deju,
Liu Yanling,
Zhou Xin,
Liu Xiaohua,
Feng Xiaoming
Publication year - 2009
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200900118
Subject(s) - enantioselective synthesis , aldimine , schiff base , catalysis , chemistry , glycine , copper , mannich reaction , organic chemistry , polymer chemistry , medicinal chemistry , amino acid , biochemistry
Mild mannered! A highly diastereo‐ and enantioselective Mannich‐type reaction of glycine Schiff base 1 has been developed by using the N,N′ ‐dioxide L ‐Cu II complex as a catalyst. Various optically active anti‐ α,β‐diamino acid esters were obtained in good yields with up to 96:4 d.r. and 97 % ee. This straightforward method features a low catalyst loading and mild reaction conditions.