ChemInform Abstract: Palladium‐Catalyzed Asymmetric Hydrogenation of N‐Hydroxy‐α‐imino Phosphonates Using Broensted Acid as Activator. The First Catalytic Enantioselective Approach to Chiral N‐Hydroxy‐α‐amino Phosphonates.

Abstract

Palladium-Catalyzed Asymmetric Hydrogenation of N-Hydroxy-α-imino Phosphonates Using Broensted Acid as Activator. The First Catalytic Enantioselective Approach to Chiral N-Hydroxy-α-amino Phosphonates. -This is the first catalytic, most straightforward, and atom-economical approach to enantioenriched N-hydroxy-α-amino-phosphonates (II). -(GOULIOUKINA*, N. S.; SHERGOLD, I. A.; BONDARENKO, G. N.; ILYIN, M. M.; DAVANKOV, V. A.; BELETSKAYA, I. P.; Adv. Synth. Catal. 354 (2012) 14-15, 2727-2733, http://dx.

$${\hbox {SO}}_{3}\hbox {H}$$ SO 3 H -functionalized magnetic $${\hbox {Fe}}_{3} {\hbox {O}}_{4}$$ Fe 3 O 4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of $${\upalpha }$$ α -amino phosphonates

“…HCOOH, 34 (CO OH) 2 , 35 Cd(ClO 4 ) 2 •xH 2 O, 36 PEG-SO 3 H, 37 KH 2 PO 4 , 38 Magnetic nanoparticle, 39 Aluminium pillared interlayered clay (Al-PILC), 40 Pentafluorophenylammonium triflate (PFPAT), 41 and Cellulose-SO 3 H. 42 On the other hand, N-hydroxy-amino phosphonic acids which are fascinating biologically active compounds, are phosphorus analogue of N-hydroxy-αamino acid, which have an important role in many metabolic and biological processes. 43 N-hydroxy-αamino phosphonates were also announced as suitable synthons for pseudo peptides and illustrate herbicidal and growth-regulating activity. 44 They are also used for the preparation of α-amino phosphonates and phosphorylated nitrones.…”

“…45,46 N-hydroxy-α-imino phosphonates using Brønsted acid as activator also reported to produce the N-hydroxy-αamino phosphonates. 43 As an alternative, the use of ionic liquid [bmim][BF 4 ] as a catalyst has been reported to catalyze the combination of hydroxylamine derivatives with carbonyl groups. 47 Among various catalyst separations in organic reaction, a simple magnetic isolation process eliminates the requirement of catalyst filtration and centrifugation.…”