Iridium-catalyzed asymmetric hydrogenation of β-ketophosphonates with chiral ferrocenyl P,N,N-ligands
The asymmetric hydrogenation of β-ketophosphonates with chiral Ir/P,N,N-ligands catalyst has been developed. A series of β-ketophosphonates were hydrogenated, and the corresponding β-hydroxyphosphonates were obtained in high yields with good or excellent
Kinetic resolution of 2-hydroxy-2-aryl-ethylphosphonates by a non-enzymatic acylation catalyst
Optically pure hydroxyphosphonates are widely used as derivatizable compounds that can be incorporated into a variety of synthetic strategies for the preparation of other high value organic products. A non-enzymatic kinetic resolution procedure to obtain chiral 2-hydroxy-2-arylethylphosphonates from the easily available racemic counterparts is described. A range of 2-hydroxy-2-arylethylphosphonates was efficiently resolved employing a planar-chiral DMAP derived catalyst with good selectivities (up to S=68). The chiral hydroxyphosphonates were isolated in good yields and high enantiomeric excess (>94% ee).
Mesas-Sánchez, Laura,Díaz-álvarez, Alba E.,Koukal, Petr,Dinér, Peter
p. 3807 - 3811
(2014/05/20)
Enantioselective hydrogenation of β-ketophosphonates with chiral Ru(II) catalysts
Highly effective asymmetric hydrogenation of β-ketophosphonates in the presence of Ru-(S)-SunPhos as catalyst was realized; good to excellent enantioselectivities (up to 99.9% ee) and excellent diastereoselectivities (96:4) were obtained.
Nonenzymatic kinetic resolution of racemic β-hydroxyalkanephosphonates with a chiral copper catalyst
Kinetic resolution of β-hydroxyalkanephosphonates was efficiently performed by 2-fluorobenzoylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst with good s value of up to 21.