Categories: C-P Bond Formation > Phosphonates >
Synthesis of α-amino phosphonates
Name Reactions
Recent Literature
A simple, efficient, quinine-catalyzed, enantioselective hydrophosphonylation
of N-Boc protected imines with diethyl poshphite gives enantiomerically
enriched α-amino phosphonates in good yields.
D. Pettersen, M. Marcolini, L. Bernardi, F. Fini, R. P. Herrera, V. Sgarzani,
A. Ricci, J. Org. Chem., 2006, 71, 6269-6272.
A chiral thiourea catalyzes the highly enantioselective hydrophosphonylation
of a wide range of N-benzyl imines. Subsequent deprotection by hydrogenolysis provides access to free α-amino
phosphonic acids in highly enantioenriched form.
G. D. Joly, E. N. Jacobson, J. Am. Chem. Soc.,
2004, 126, 4102-4103.
A new, very mild, efficient and simple method for the preparation of tertiary
α-amino phosphonates is reported. The reaction of an aldehyde, a secondary amine
and trialkylphosphite in ethereal solution of lithium perchlorate (LPDE) at
ambient temperature gives the desired product in high yields.
N. Azizi, M. R. Saidi, Tetrahedron, 2003, 59,
5329-5332.
| Related
|
