81357-15-5Relevant academic research and scientific papers
Electrophilic amination of enolates with oxaziridines: Effects of oxaziridine structure and reaction conditions
Armstrong, Alan,Edmonds, Ian D.,Swarbrick, Martin E.,Treweeke, Nigel R.
, p. 8423 - 8442 (2007/10/03)
A range of N-alkoxycarbonyl- and N-carboxamido-oxaziridines has been prepared to test the effects of oxaziridine structure on yields of enolate amination product. Side-products arising from reaction of aldehyde-derived oxaziridines with base were identified, while a ketone-derived oxaziridine afforded moderate yields of amination product with stabilised carbanions.
Catalytic, asymmetric Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen
Nakamura, Yoshitaka,Matsubara, Ryosuke,Kiyohara, Hiroshi,Kobayashi, Shu
, p. 2481 - 2484 (2007/10/03)
(Matrix presented) Catalytic, enantioselective Mannich-type reactions of α-imino esters bearing readily removable substituents on nitrogen are described. Several N-carbamate-protected α-imino esters, which are readily prepared from 2-bromoglycine esters using a polymer-supported amine, reacted with silicon enolates to afford the desired adducts in high yields with high enantioselectivity using a copper(II)-diamine complex. Easy deprotection of the product amine and transformation to free o-amino acid derivatives have also been demonstrated.
