Nuclear Magnetic Resonance Determination of Enantiomeric Composition and Absolute Configuration of γ-Lactones Using Chiral 2,2,2-Trifluoro-1-(9-anthryl)ethanol

Journal of Organic Chemistry

Volumn 42, Issue 2, 1977, Pages 384-387

  Pirkle, William H ^a   Sikkenga, David L ^a   Pavlin, Mark S ^a  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33847088636     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00422a061     Document Type: Note

References (31)

1. A. F. Beecham, Tetrahedron Lett., 3591 (1968)
2. A. F. Beecham, Tetrahedron Lett., 2355 (1968)
3. I. Uchida and K. Kuriyama, Tetrahedron Lett., 3761 (1974)
4. T. Hiyama, T. Mishima, H. Sawada, and H. Nozaki, J. Am. Chem. Soc., 98, 641 (1976)
5. W. H. Pirkle, T. G. Burlingame, and S. D. Beare, Tetrahedron Lett., 5849 (1968)
6. W. H. Pirkle and S. D. Beare, J. Am. Chem. Soc., 91, 5150 (1969)
7. W. H. Pirkle, R. L. Muntz, and I. C. Paul, J. Am. Chem. Soc., 93, 2817 (1971)
8. W. H. Pirkle, S. D. Beare, and R. L. Muntz, Tetrahedron Lett., 2295 (1974)
9. W. H. Pirkle and M. S. Hoekstra, J. Am. Chem. Soc., 98, 1832 (1976)
10. H. G. Raubenheimer and D. H. DeKock, J. S. Afr. Chem. Inst., 25, 70 (1972)
11. H. G. Raubenheimer and D. H. DeKock, 25, 321 (1972)
12. W. H. Pirkle and J. R. Hauske, J. Org. Chem., 41, 801 (1976)
13. K. Tori, K. Kitahonoki, Y. Takano, H. Tanida, and T. Tsuji, Tetrahedron Lett., 559 (1964)
14. K. Tori and T. Komeno, Tetrahedron Lett., 1157 (1974)
15. D. R. Paulson, F. Y. N. Tang, G. F. Moran, A. S. Murray, B. P. Pelka, and E. M. Vasquez, J. Org. Chem., 40, 184 (1975)
16. S. G. Davies and G. H. Witham, J. Chem. Soc., Perkin Trans. 2, 861 (1975)
17. N. A. Samoilovskikh, I. I. Lapkin, V. I. Poroshutinskii, and N. E. Krut'ko, Zh. Org. Khim., 9, 1145 (1973)
18. W. H. Pirkle and M. S. Hoekstra, J. Org. Chem., 39, 3904 (1974)
19. W. H. Pirkle and R. W. Anderson, J. Org. Chem., 39, 3901 (1974)
20. A. I. Meyers and P. M. Kendall, Tetrahedron Lett., 1337 (1974)
21. A. I. Meyers, G. Knaus, and K. Kamata, J. Am. Chem. Soc., 96, 268 (1974)
22. H. M. Peters, D. M. Fiegle, and H. S. Mosher, J. Org. Chem., 33, 4245 (1968)
23. W. H. Pirkle and S. D. Beare, J. Am. Chem. Soc., 89, 5485 (1967)
24. W. H. Pirkle and S. D. Beare, J. Am. Chem. Soc., 90, 6250 (1968)
25. R. L. Muntz, Ph.D. Thesis, University of Illinois, 1968
26. A. I. Meyers and E. D. Mihelich, J. Org. Chem., 40, 1186 (1975)
27. J. J. Partridge, N. K. Chadha, and M. R. Uskokovic, J. Am. Chem. Soc., 95, 7171 (1973)
28. H. C. Brown, N. R. Ayyangar, and G. Zweifel, J. Am. Chem. Soc., 86, 397 (1964)
29. J. A. Reid and E. E. Turner, J. Chem. Soc., 3219 (1951)
30. P. A. Levene and H. L. Haller, J. Biol. Chem., 69, 165 (1926)
31. P. Vlad and M. Soucek, Collect. Czech. Chem. Commun., 27, 1726 (1962)