ChemInform Abstract: AMINOPHOSPHONIC ACIDS. PART IX. NON-HYDROLYTIC CLEAVAGE OF N-PROTECTED α-AMINOPHOSPHONIC ACID ESTERS

1977 ◽  
Vol 8 (7) ◽  
pp. no-no
Author(s):  
C. WASIELEWSKI ◽  
A. SOBCZAK ◽  
J. SZEWCZYK
Keyword(s):  
Hydrolytic Cleavage ◽  
Aminophosphonic Acid ◽  
Aminophosphonic Acids ◽  
Acid Esters

Aminophosphonates and aminophosphonic acids with tetrasubstituted stereogenic center: diastereoselective synthesis from cyclic ketimines

2019 ◽  
Vol 17 (31) ◽  
pp. 7352-7359 ◽  
Author(s):  
Jakub Iwanejko ◽  
Anna Brol ◽  
Bartłomiej M. Szyja ◽  
Marek Daszkiewicz ◽  
Elżbieta Wojaczyńska ◽  
...  
Keyword(s):  
Diastereoselective Synthesis ◽  
Aminophosphonic Acid ◽  
Aminophosphonic Acids ◽  
Stereogenic Center ◽  
Derivatives Of

Chiral tetrasubstituted aminophosphonic acid derivatives of hexahydroquinoxalin-2(1H)-one were synthesised via diastereoselective hydrophosphonylation of corresponding imines with tris(trimethylsilyl)phosphite as phosphorus nucleophile.

A remarkable steric control for the enantioselective hydrolytic-cleavage of amino acid esters responding to ionic strength

1990 ◽  
Vol 31 (37) ◽  
pp. 5335-5338 ◽  
Author(s):  
Ryuichi Ueoka ◽  
Masanori Cho ◽  
Yōko Matsumoto ◽  
Kōichi Goto ◽  
Yasuo Kato ◽  
...  
Keyword(s):  
Amino Acid ◽  
Ionic Strength ◽  
Amino Acid Esters ◽  
Hydrolytic Cleavage ◽  
Acid Esters ◽  
Steric Control

scholarly journals Laser production of gas phase complexes of metalα-aminophosphonic acid mixtures and their role in chiral recognition

2001 ◽  
Vol 3 (4) ◽  
pp. 217-221 ◽  
Author(s):  
A. Paladini ◽  
C. Calcagni ◽  
T. Di. Palma ◽  
M. Satta ◽  
M. Speranza ◽  
...  
Keyword(s):  
Gas Phase ◽  
Phosphonic Acid ◽  
Chiral Recognition ◽  
Pulsed Laser ◽  
Pulsed Laser Ablation ◽  
Collision Induced Dissociation ◽  
Spectral Features ◽  
Aminophosphonic Acid ◽  
Aminophosphonic Acids ◽  
Fragmentation Patterns

Clusters between first-group metal ions and chiralα-aminophosphonic acids have been readily generated by Pulsed Laser Ablation (PLA) and by Electrospray Ionization (ESI) and their fragmentation investigated by mass spectrometry. The complexes studied have the general formula[Me(I)Cl2]+, where Me(I) is H, Li, Na, or K, C is (R)-(—)-(1-aminoethyl) phosphonic acid(ER)and (S)-(+)-(1-aminoethyl) phosphonic acid(ES),(1R)-(+)-(1-amino-2-methylpropyl) phosphonic acid(PR)and (1S)-(—)-(1-amino-2-methylpropyl) phosphonic acid(PS),(1R)-(-)-(1-amino-hexyl) phosphonic acid (HR) and (1S)-(+)-(1-amino-hexyl) phosphonic acid (HS), o-phospho-L-serine (SS)ando-phospho-D-serine(SR), and L is a referenceα-aminophosphonic acid (E, P, H or S) of defined configuration. Collision induced dissociation (CID) of diastereomeric[Me(I)Cl2]+complexes leads to fragmentation patterns characterized by[Me(I)Cl]+/[Me(I)L2]+abundance ratios which depend upon the configuration of solute C. These different spectral features were correlated to the different stability of the diastereomeric[Me(I)CRL]+and[Me(I)CSL]+complexes in the gas phase.

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