Synthesis of Derivatives of (1R)-(-)- and (1S)-(+)-10-Camphorsulfonic Acid

Journal of Chemical Education

Volumn 76, Issue 12, 1999, Pages 1715-1716

  Cermak, Steven C ^a   Wiemer, David F ^a  

^a E11 SSH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0347720145     PISSN: 00219584     EISSN: None     Source Type: Journal    
DOI: 10.1021/ed076p1715     Document Type: Article

References (13)

1. Thall, E. J. Chem. Educ. 1996, 73, 481-484. For one example of the different activity of two enantiomers, see Lampe, J. W.; Hughes, P. F.; Biggers, C. K.; Smith, S. H.; Hu, H. J. Org. Chem. 1996, 61, 4572-4581.
2. Thall, E. J. Chem. Educ. 1996, 73, 481-484. For one example of the different activity of two enantiomers, see Lampe, J. W.; Hughes, P. F.; Biggers, C. K.; Smith, S. H.; Hu, H. J. Org. Chem. 1996, 61, 4572-4581.
3. Two experiments have been used to illustrate these concepts in our laboratory, one involving preparation of the (S)-(+)-Wieland-Meischer ketone and the other based on preparation of (R)-(+)-3-methyladipic acid. See Markgraf, J. H.; Fei, J. F.; Ruckmen, R. E. J. Chem. Educ. 1995, 72, 270-271. Scott, W. J.; Hammond, G. B.; Becicka, B.T.; Wiemer, D. F. J. Chem. Educ. 1993, 70, 951-952.
4. Two experiments have been used to illustrate these concepts in our laboratory, one involving preparation of the (S)-(+)-Wieland- Meischer ketone and the other based on preparation of (R)-(+)- 3-methyladipic acid. See Markgraf, J. H.; Fei, J. F.; Ruckmen, R. E. J. Chem. Educ. 1995, 72, 270-271. Scott, W. J.; Hammond, G. B.; Becicka, B.T.; Wiemer, D. F. J. Chem. Educ. 1993, 70, 951-952.
5. Davis, F. A.; Kumar, A.; Chen, B. C. J. Org. Chem. 1991, 56, 1143. Davis, F. A.; Sheppard, A. C.; Chen, B. C.; Serajul Haque, M. J. Am. Chem. Soc. 1990, 112, 6679.
6. Davis, F. A.; Kumar, A.; Chen, B. C. J. Org. Chem. 1991, 56, 1143. Davis, F. A.; Sheppard, A. C.; Chen, B. C.; Serajul Haque, M. J. Am. Chem. Soc. 1990, 112, 6679.
7. Davis, F. A.; Weismiller, M. C. J. Org. Chem. 1990, 55, 3715. Davis, F. A.; Weismiller, M. C.; Murphy, C. K.; Thimma Reddy, R.; Chen, B. C. J. Org. Chem. 1992, 57, 7274-7285.
8. Davis, F. A.; Weismiller, M. C. J. Org. Chem. 1990, 55, 3715. Davis, F. A.; Weismiller, M. C.; Murphy, C. K.; Thimma Reddy, R.; Chen, B. C. J. Org. Chem. 1992, 57, 7274-7285.
9. Davis, F. A.; Serajul Haque, M.; Ulatowski, T. G.; Towson, J. C. J. Org. Chem. 1986, 51, 2402-2404.
10. Davis, F. A.; Ulatowski, T. G.; Serajul Haque, M. J. Org. Chem. 1987, 21, 5288-5290.
11. Pogatchnik, D.; Wiemer, D. F. Tetrahedron Lett. 1997, 38, 3495-3498. Cermak, D. M.; Du, Y.; Wiemer, D. F. Org. Chem. 1999, 64, 388-393.
12. Pogatchnik, D.; Wiemer, D. F. Tetrahedron Lett. 1997, 38, 3495-3498. Cermak, D. M.; Du, Y.; Wiemer, D. F. Org. Chem. 1999, 64, 388-393.
13. Eguchi, S.; Suzuki, T.; Okawa, T.; Matsushita, Y. J. Org. Chem. 1996, 61, 7316-7319.