118429-43-9Relevant articles and documents
Hydroaminomethylation of Olefins with Aminomethyltrifluoroborate by Photoredox Catalysis
Miyazawa, Kazuki,Koike, Takashi,Akita, Munetaka
, p. 2749 - 2755 (2014)
A photocatalytic hydroaminomethylation of olefins with N-protected aminomethyltrifluoroborates has been developed. This methodology provides a new strategy for the introduction of a primary aminomethyl group onto electron-deficient C=C bonds. This reaction constitutes a facile entry into synthetically useful γ-aminobutyric acid (GABA) derivatives such as baclofen.
Wolff rearrangement of diazo ketones derived from N-p-tolylsulfonyl-protected α- and β-amino acids
Wang, Jianbo,Hou, Yihua
, p. 1919 - 1923 (2007/10/03)
Diazo ketones derived from N-p-tolylsulfonyl (tosyl)-protected α- and β-amino acids have been synthesized and their diazo decomposition under standard Wolff rearrangement conditions, PhCO2Ag-Et3N-MeOH, has been investigated. It is observed that, under these conditions, several different reaction pathways, including direct carbene N-H insertion, are possible. The reaction is markedly affected by the N-protecting group, the substrate structure and solvent. For those diazo ketones derived from N-tosyl-protected β-amino acids, the diazo decomposition with anhydrous THF as solvent and PhCO2Ag dissolved in Et3N as catalyst gives the corresponding 5-substituted pyrrolidinones in excellent yields.
Redox N-Alkylation of Tosyl Protected Amino Acid and Peptide Esters
Papaioannou, Dionissios,Athanassopoulos, Constantinos,Magafa, Vassiliki,Karamanos, Nikos,Stavropoulos, George,et al.
, p. 324 - 333 (2007/10/02)
Condensation of Nα-tosylated amino acid and peptide esters with alcohols (MeOH, EtOH, iPrOH) in the presence of the triphenylphosphine-diethyl azodicarboxylate adduct produced excellent yields of the corresponding Nα-alkyl
