α-Phosphanyl amino acids: synthesis, structure and properties of alkyl and heterocyclic N-substituted diphenylphosphanylglycines

Phospha-Mannich reactions of RPH2, R2PH, and R3P

“…P,NH-acetals, obtained by reactions of secondary phosphines with a-amino acids and CH2O. [138,225] Entry R R' R" Yield, % [226,227] 3 i-Pr Et 2 O 85 [226,227] 4 t-Bu Et 2 O 83, [226,227] 92 [228] 5 t-Bu MeOH 54 [190] 6…”

“…Et 2 O 94 [190] 7 MeOH 64 [190] 8 Et 2 O 67 [227,229] 9 Et 2 O 97 [227,229] 10 Et 2 O 54 [227,229] 11 Et 2 O 80 [227,229] 12 Et 2 O 50 [227,230] 13 Et 2 O 63 [227,230] 14 Et 2 O 65 [230] 15 Et 2 O 53 [230] 16 Et 2 O 87 [227,230] 17 Et 2 O 88 [227,230] Entry R Solvent Yield, % Et 2 O 78 [227,230] Et 2 O 65 [226,227] Et 2 O 54, [190,226,227] 71 [231] Et 2 O 91 [226] Et 2 O 86 [226,227] Et 2 O 60 [226,227] Et 2 O 84 [226,227] Et 2 O 96 [190,232] MeOH 72, [231] 97 [190] MeOH 93 [233] MeOH 78 [190] MeOH 90 [190] MeOH 90 [190] MeOH 88, [190,234] 96 [231] Table S41. Products of react...…”

Influence of N- and P-substituents in N-aryl-phosphinoglycine ligands on the selectivity of Ni-catalysed ethylene oligomerization

“…As it has been noted, the reaction of three-component condensation, which is performed by adding the solutions of the corresponding amine and secondary phosphine to a solution of glyoxylic acid monohydrate, is the simplest and the most convenient way to obtain phosphorylated derivatives of Nmono-substituted a-amino acids. [35][36][37] Following this approach, we performed the synthesis of novel N-(2-carboxylphenyl) (1f), N-(pyridin-4-yl) (1g) a-diphenylphosphinoglycines (Scheme 1) in good yields (80 and 90%, respectively). Multinuclear 1 H, 31 P{ 1 H}, and 13 C NMR data are in agreement with those of the expected products.…”