An Example of Spontaneous Resolution by Sublimation

Journal of Organic Chemistry

Volumn 52, Issue 8, 1987, Pages 1634-1635

  Paquette, Leo A ^a   Lau, Clifford J ^a  

^a OHIO STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0008260872     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo00384a056     Document Type: Letter

References (14)

1. Pasteur. L. Ann. Chim. Phys. 1848. 24. 442.
2. Kress, R. B.; Duesler, E. N.; Etter, M. C.; Paul, I. C.; Curtin, D. Y. J. Am. Chem. Soc. 1980, 102, 7709. A discussion of factors bearing on the occurrence of hemihedral faces in common chiral space groups is presented in this paper.
3. Kwart, H.; Hoster, D. P. J. Org. Chem. 1967, 32, 1867.
4. (b) Zahorsky, U. I. ; Musso, H. Chem. Ber. 1973, 106, 3608.
5. (c) Garin, D. L.; Cooke Greco, D. J.; Kelley, L. J. Org. Chem. 1977, 42, 1249.
6. (d) Fales, H. M.; Wright, G. J. J. Am. Chem. Soc. 1977, 99, 2339.
7. Prigogine, I.; Defay, R. Chemical Thermodynamics, 4th ed.; Longmans: London, 1967. (b) Ricci, J. E. The Phase Rule and Heterogeneous Equilibrium; D. Van Nostrand: New York, 1951. (c) Findlay, A. Phase Rule, 9th ed.; revised by Campbell, A. N., Smith, N. O.; Dover: New York, 1951.
8. Paquette, L. A.; Lau, C. J.; Browne, A. R.; O'Brien, M. E. J. Am. Chem. Soc. 1986, 108, 8111.
9. Jacques, J.; Collet, A.; Wilen, S. H. Enantiomers, Racemates, and Resolutions; John Wiley and Sons: New York, 1981: (a) pp 53-81; (b) pp 80, 81, 138: (c) pp 151–159, 416–417.
10. Roy, B. L.; Deslongchamps, P. Can. J. Chem. 1985, 63, 651.
11. Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512.
12. Trost, B. M.; Belletire, J. L.; Godleski, S.; McDougal, P. G.; Balkovec, J. M.; Baldwin, J. J.; Christy, M. E.; Ponticello, G. S.; Varga, S. L.; Springer, J. P. J. Org. Chem. 1986, 51, 2370.
13. Legrand, M.; Rougier, M. J. In Stereochemistry-Fundamentals and Methods: Kagan, H., Ed.: Georg Thieme: Stuttgart. 1977: p 105 ff.
14. For absolute configurational assignments to other 7-oxonor-bomenes, consult: Lightner, D. A.; Gawronski, J. K.; Hansen, A. E.; Bouman, T. D. J. Am. Chem. Soc. 1981, 103, 4291.