Application of the dimenthyl chlorophosphite for the chiral analysis of amines, amino acids and peptides

Tetrahedron Asymmetry

Volumn 10, Issue 9, 1999, Pages 1729-1732

  Kolodiazhnyi, Oleg I ^a   Demchuk, Oleg M ^a   Gerschkovich, Alexander A ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY AND PETROCHEMISTRY   (Ukraine)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; PHOSPHITE; PROTEIN; TOLUENE;

AMINO ACID ANALYSIS; ARTICLE; CHIRALITY; ENANTIOMER; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTEIN CONFORMATION; PROTEIN DETERMINATION; PROTEIN PURIFICATION; STRUCTURE ANALYSIS;

EID: 0033532261     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00139-1     Document Type: Article

References (12)

1. (a) Kolodiazhnyi, O. I. Tetrahedron: Asymmetry 1998, 9, 1279;
2. (b) Kolodiazhnyi, O. I. New Achievement in Asymmetric Synthesis of Organophosphorus Compounds. In Advances in Asymmetric Synthesis; Hassner, A., Ed.; JAI: Greenwich, CT, 1998; Vol. 3, pp. 273-357.
3. Valentine Jr., D. Asymmetric Synthesis; Morrison, J. D.; Scott, J. W., Eds.; Academic Press: New York, 1984; Vol. 4, pp. 267-312.
4. (a) Kamp, D. S. Racemization in Peptide Synthesis. In The Peptides. Analysis, Synthesis, Biology; Gross, E.; Meienhofer, J., Eds.; Academic Press, Harcourty Brace Jovanovich, Publishers: Orlando, San Diego, New York, 1979; Vol. 1, pp. 315-383.
5. (b) Gerschkowich, A. A., Kibirev, V. K. Chemical Synthesis of Peptides; Naukova Dumka Publ.: Kiev, 1992; p. 360.
6. Takeuchi, Y.; Itoh, N.; Satoh, T.; Koizumi, T.; Yamaguchi, K. J. Org. Chem. 1993, 58, 1812-1820.
7. Dale, J. A.; Dull, D. L.; Mosher, H. S. J. Org. Chem. 1969, 34, 2543.
8. (a) Brunel, J. M.; Faure, B. Tetrahedron: Asymmetry 1995, 6, 2353-2356;
9. (b) Brunel, J. M.; Pardigon, O.; Maffel, M.; Buono, G. Tetrahedron: Asymmetry 1992, 3, 1243-1246;
10. (c) Alexakis, A.; Mutti, S.; Normand, J. F.; Mangeney, P. Tetrahedron: Asymmetry 1990, 1, 437-440;
11. (d) Alexakis, A.; Mutti, S.; Mangeney, P. J. Org. Chem. 1994, 59, 3326-3334.
12. We also used dimenthyl chlorophosphite for the chiral analysis of alcohols and thiols. See: Kolodiazhnyi, O. I.; Demchuk, O. Submitted for publication. The determinations of ee of some alcohols are shown in the table: (table presented)