Stereoisomeric Relationships of Groups in Molecules

Topics in Stereochemistry

Volumn 1, Issue , 2007, Pages 1-38

  Mislow, Kurt ^a   Raban, Morton ^a  

^a PRINCETON UNIVERSITY   (United States)

Author keywords

Diastereotopic groups; Enantiotopic groups; Group interconversions; Nuclear magnetic resonance spectroscopy; Spatial relationships

Indexed keywords

EID: 84987321344     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9780470147108.ch1     Document Type: Chapter

References (47)

1. K. Mislow, M.A.W. Glass, H.B. Hopps, E. Simon, and G.H. Wahl, Jr., J. Am. Chem. Soc, 86, 1710 (1964).
2. K. Mislow, Introduction to Stereochemistry, Benjamin, New York, 1965, p. 51, 72 ft.
3. G. Herzberg, Infrared and Raman Spectra, Part II, Van Nostrand, Princeton, 1945.
4. F.A. Cotton, Chemical Applications of Group Theory, Interscience, New York, 1963.
5. J.M. Robertson, Organic Crystals and Molecules, Cornell University Press, 1953.
6. E.L. Eliel, Stereochemistry of Carbon Compounds, McGraw-Hill, New York, 1962, p. 21.
7. G.W. Wheland, Advanced Organic Chemistry, 3rd ed., Wiley, New York, I960, pp. 99, 220-221, 295-298.
8. G.W. Wheland, Advanced Organic Chemistry, 2nd ed., 1949, pp. 155-156, 217-223.
9. R.S. Cahn, C. Ingold, and V. Prelog, Angew. Chem. Intern. Ed., 5, 385 (1966).
10. K.R. Hanson, J. Am. Chem. Soc, 88, 2731 (1966).
11. P. Corradini, G. Maglio, A. Musco, and G. Paiaro, Chem. Commun., 1966, 618.
12. H. Hirschmann, in Comprehensive Biochemistry, Vol. 12, M. Florkin and E.H. Stotz, Eds., Elsevier, Amsterdam, 1964, p. 236 ff. and references cited therein.
13. A.G. Ogston, Nature, 162,963 (1948).
14. R. Altschul, P. Bernstein, and S.G. Cohen, J. Am. Chem. Soc, 78, 5091 (1956).
15. J.P. Greenstein and M. Winitz, Chemistry of the Amino Acids, Vol. I, Wiley, New York, 1961, p. 741.
16. W.H. Pirkle, J. Am. Chem. Soc, 88, 1837 (1966).
17. T.G. Burlingame and W.H. Pirkle, J. Am. Chem. Soc., 88, 4294 (1966).
18. G.M. Whitesides, D. Holtz, and J.D. Roberts, J. Am. Chem. Soc, 86, 2628 (1964).
19. G.M. Whitesides, J.J. Grocki, D. Holtz, H. Steinberg, and J.D. Roberts, ibid., 87, 1058 (1965).
20. E.I. Snyder, J. Am. Chem. Soc, 85, 2624 (1963).
21. M. Raban, Ph. D. thesis, Princeton University, 1966.
22. G.M. Whitesides, F. Kaplan, K. Nagarajan, and J.D. Roberts, Proc. Natl. Acad. Sci. U.S., 48, 1112 (1962).
23. H.S. Gutowsky, J. Chem. Phys., 37, 2196 (1962).
24. J.S. Waugh and F.A. Cotton, J. Phys. Chem., 65, 562 (1961).
25. T.D. Coyle and F.G.A. Stone, J. Am. Chem. Soc, 83, 4138 (1961).
26. J.C. Randall, J.J. McLeskey III, P. Smith, and M.E. Hobbs, J. Am. Chem. Soc, 86, 3229 (1964).
27. J.W. Wilt and W.J. Wagner, Chem. Ind. (London), 1964, 1389.
28. G. Fraenkel, D.T. Dix, and D.G. Adams, Tetrahedron Letters, 1964, 3155.
29. R.K. Hill and T.H. Chan, Tetrahedron, 21, 2015 (1965).
30. R.M. Moriarty, J. Org. Chem., 30, 600 (1965).
31. P. Smith, J.J. McLeskey III, and D.W. Slocum, J. Org. Chem., 30, 4356 (1965).
32. M.L. Martin, R. Mantione, and G.J. Martin, Tetrahedron Letters, 1965, 3185.
33. Q.E. Thompson, M.M. Crutchfield, M.W. Dietrich, and E. Pierron, J. Org. Chem., 30, 2692 (1965).
34. D.L. Griffith and J.D. Roberts, J. Am. Chem. Soc, 87, 4089 (1965).
35. S.R. Johns and J.A. Lamberton, Chem. Commun., 1965, 458.
36. K. Mislow, M.M. Green, P. Laur, J.T. Melillo, T. Simmons, and A.L. Ternay Jr., J. Am. Chem. Soc, 87, 1958 (1965).
37. R.A. Newmark and C.H. Sederholm, J. Chem. Phys., 43, 602 (1965).
38. W.G. Bentrude, J. Am. Chem. Soc, 87, 4026 (1965).
39. M. Raban and K. Mislow, Tetrahedron Letters, 1966, 3961.
40. M.L. Martin, R. Mantione, and G.J. Martin, Tetrahedron Letters, 1966, 3873.
41. M.L. Martin and G.J. Martin, Bull. Soc Chim. France, 1966, 2118 for other examples.
42. J.A. Pople, W.G. Schneider, and H.J. Bernstein, High Resolution Nuclear Magnetic Resonance, McGraw-Hill, New York, (1959), p. 116, 145-197.
43. M. Raban, Tetrahedron Letters, 1966, 3105.
44. F.A.L. Anet, A.J.R. Bourn, and T.S. Lin, J. Am. Chem. Soc, 86, 3576 (1964).
45. G.M. Whitesides, M. Witanowski, and J.D. Roberts, J. Am. Chem. Soc, 87, 2854 (1965).
46. H. Hirschmann, J. Biol. Chem., 235, 2762 (1960).
47. H. Weber, J. Seibl, and D. Arigoni, Helv. Chim. Acta, 49, 741 (1966).