291763-98-9Relevant articles and documents
Design and synthesis of a new generation of 'NH'-Ni(II) complexes of glycine Schiff bases and their unprecedented C-H vs. N-H chemoselectivity in alkyl halide alkylations and Michael addition reactions
Ellis, Trevor K.,Soloshonok, Vadim A.
, p. 533 - 538 (2007/10/03)
Within this manuscript the synthesis of a new generation of Ni(II) complexes that contain a secondary rather than a tertiary amino group, as well as the unusual chemoselectivity, was demonstrated in alkyl halide alkylations and Michael addition reactions. The complete C-H chemoselectivity observed in these reactions suggests that coordination of nitrogen to a metal has a significant synthetic potential as protecting a group without the need of introducing a transient N-C substituent. These new complexes have also proven highly synthetically useful nucleophilic glycine equivalents for the simple and highly diastereoselective synthesis of β-substituted pyroglutamic acids via their reactions with chiral Michael acceptors. Georg Thieme Verlag Stuttgart.
