Synthesis and utilization of optically active α-aminophosphonate derivatives by Kabachnik-Fields reaction

Synthesis of platinum, palladium and rhodium complexes of α-aminophosphine ligands

“…The complexation of a chiral (S)-α-phenylethylamine functionalized α-aminophosphine with Pt II (PhCN) 2 Cl 2 has been described by our group (Scheme 21). 57 It was observed that besides the chiral bidentate Pt complex expected, a bicyclic derivative was also formed in a small amount as a by-product. Based on the 31 P NMR spectrum, the ratio of the two complexes was 85 : 15.…”

Novel One‐Pot Access to Diastereoisomeric Tertiary Phospholanes Oxides by Using Enantiomerically Pure Phospholane Oxides Under Catalyst‐Free Conditions

“…Recently, secondary diphenylphosphine oxide was used in Kabachnik‐Field reaction to form bis (phosphinoylmethyl) amine served as a precursor for an optically active bidentate P‐ ligand in the synthesis of a chiral platinum complex . Phospholane oxides and their derivatives have been subjected to hydrophosphinylation, and have emerged as effective pre‐catalysts for an expanding new area of organocatalysts .…”

“…[14] Recently, secondary diphenylphosphine oxide was used in Kabachnik-Field reaction to form bis (phosphinoylmethyl) amine served as a precursor for an optically active bidentate P-ligand in the synthesis of a chiral platinum complex. [15] Phospholane oxides and their derivatives have been subjected to hydrophosphinylation, [16] and have emerged as effective precatalysts for an expanding new area of organocatalysts. [17] Furthermore, in a pioneering work, Fiaud and Co-worker demonstrated the potential of 1-oxo-2c,5 t-diphenylphospholane A, as an intermediate for the preparation of 1-r,2-c,5-ttriphenylphospholane ligand.…”

Microwave-assisted synthesis of α-aminophosphine oxides by the Kabachnik-Fields reaction applying amides as the starting materials

“…[18][19][20][21][22][23][24][25][26] The authors of this paper belong to those, who tried to extend the scope of the phospha-Mannich reaction to obtain a-aminophosphine oxides. [17,[26][27][28] The "bis" Kabachnik-Fields reaction leading to ZN(CH 2 P(O)Y 2 ) 2 (Z ¼ alkyl or aryl, Y ¼ alkoxy or alkyl/aryl) type of species are also of interest. [25][26][27][28][29][30][31] It was a challenge for us to try the phospha-Mannich condensation using a different kind of carboxylic amides as the -NH 2 component (Scheme 1A).…”

“…[17,[26][27][28] The "bis" Kabachnik-Fields reaction leading to ZN(CH 2 P(O)Y 2 ) 2 (Z ¼ alkyl or aryl, Y ¼ alkoxy or alkyl/aryl) type of species are also of interest. [25][26][27][28][29][30][31] It was a challenge for us to try the phospha-Mannich condensation using a different kind of carboxylic amides as the -NH 2 component (Scheme 1A). The literature survey showed that mostly urethanes were applied as starting materials in the synthesis of acylaminophosphonates.…”