Simultaneous determination of enantiomeric purity and erythro/threo relationship in chiral 1,2-aminoalcohols by NMR using (R)-(+)-t- butylphenylphosphinothioic acid

Tetrahedron Asymmetry

Volumn 10, Issue 17, 1999, Pages 3263-3266

  Gunderson, Karl G ^a   Shapiro, Michael J ^a   Doti, Robert A ^a   Skiles, Jerry W ^a  

^a NOVARTIS INSTITUTES FOR BIOMEDICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOALCOHOL; PHOSPHINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; ENANTIOMER; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0033405865     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00327-4     Document Type: Article

References (7)

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3. Pirkle, W. H.; Hoover, D. J. Top. Stereochem. 1982, 18, 263-331.
4. Fraser, R. R. In Asymmetric Synthesis; Morrison, J. D., Ed.; Academic Press: New York, 1983; Vol. 1, Chapter 9, p. 173.
5. Omelanczuk, J.; Mikolajczyk, M. Tetrahedron: Asymmetry 1996, 7, 2687-2694.
6. 3, to the contents of the NMR tube are added (R)-(+)-TBPTA and the resulting spectrum acquired. Once the hydroxy and amino methine protons are identified, the vicinal J value is measured.
7. Jen, T.; Kaiser, C. J. Med. Chem. 1977, 20, 693-698, and references cited within.