312529-01-4Relevant academic research and scientific papers
General combinatorial synthesis of tertiary amines on solid support. A novel conditional release strategy based on traceless linking at nitrogen
Gustafsson, Magnus,Olsson, Roger,Andersson, Carl-Magnus
, p. 133 - 136 (2007/10/03)
A novel solid phase synthesis of tertiary amines involving iodide-induced cleavage of the N-O bond of resin bound alkoxyammonium intermediates is described. The quaternary intermediates were assembled via sequential reductive aminations followed by alkylation. Cleavage from the solid support was induced by iodide ion or base, to afford the target tertiary amines in excellent purity.
Acyclic oxyiminium ions. Mannich reactions and addition of grignard reagents
Grigg,Rankovic,Thoroughgood
, p. 8025 - 8032 (2007/10/03)
Acyclic oxyiminium ion generation from secondary hydroxylamines (4a,b and 6a,b) and formaldehyde in the presence of acetic acid is reported. Trapping these electrophiles with 2-methyl furan, pyrrole or indole affords a series of novel O-benzyl tertiary hydroxylamines in good to excellent yield. Benzotriazole mediated synthetic methodology has also been successfully developed to generate oxyiminium ions which react with Grignard reagents, to give novel O-benzyl tertiary hydroxylamines. (C) 2000 Elsevier Science Ltd.
