Synthesis and acid- and base-promoted ring opening of polycarbocyclic oxiranes

Tetrahedron

Volumn 54, Issue 18, 1998, Pages 4459-4470

  Marchand, Alan P ^a   Dong, Eric Zhiming ^a   Bott, Simon G ^b  

^a UNIVERSITY OF NORTH TEXAS   (United States)

^b University of Houston   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; ETHYLENE OXIDE DERIVATIVE; HETEROCYCLIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; PRIORITY JOURNAL; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0032580341     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00162-8     Document Type: Article

References (20)

1. 1. (a) Smith, J. G. Synthesis 1984, 629.
2. (b) Bartok, M. In: Supplement: The Chemistry of Hydroxyl, Ether, and Peroxide Groups, Patai, S. (Ed.), Wiley: New York, 1993, pp 843-904.
3. (c) Satoh, T. Chem. Rev. 1996, 96, 3303.
4. 2. Dowd, P.; Ham, S. W.; Marchand, A. P.; Rajapaksa, D. J. Org. Chem. 1992, 57, 3514.
5. 3. Marchand, A. P.; Reddy, G. M.; Watson, W. H.; Kashyap, R. Tetrahedron 1990, 46, 3409.
6. 4. Marchand, A. P.; Vidyanand, D.; Liu, Z.; Kumar, K. A.; Zaragoza, F.; Talafuse, L. K.; Bott, S. G.; Watson, W. H.; Kashyap, R. P.; Ammon, H. L. Tetrahedron 1996, 52, 9703.
7. 5. Pinkerton, A. A.; Martin, A.; Marchand, A. P.; Devasagayaraj, A. J. Chem. Crystallography Manuscript submitted.
8. 6. Albrecht, W. Justus Liebigs Ann. Chem. 1906, 348, 31.
9. 7. Csicsery, S. M. J. Org. Chem. 1960, 25, 518.
10. 8. (a) Paquette, L. A.; Carr, R. V. C.; Bellamy, F. J. Am. Chem. Soc. 1978, 100, 6764.
11. (b) Paquette, L. A.; Bellamy, F.; Bohm, M. C.; Gleiter, R. J. Org. Chem. 1980, 45, 4913
12. 9. Wilkinson, G. Org. Synth., Coll. Vol. 4, 1963, pp 473-475.
13. 10. Filipescu, N.; Menter, J. M. J. Chem. Soc. B 1969, 616.
14. 11. Pandey, B.; Dalvi, P. V.; Athawale, A. A.; Pant, B. G.; Kewale, P. P. J. Chem. Soc., Chem. Commun. 1990, 21, 1505.
15. 12. Giles, R. G. F.; Green, I. R. J. Chem. Soc., Perkin Trans. 1 1974, 228.
16. 13. Mason, M. R.; Smith, J. M.; Bott, S. G.; Barron, A. R. J. Am. Chem. Soc. 1993, 115, 4971.
17. 14. Burla, M. C.; Camalli, M.; Cascaraano, G.; Giacovazzo, C.; Polidori, G.; Spagna, R.; Viterbo, D. J. Appl. Cryst. 1989, 22, 389.
18. 15. Sheldrick, G. M. In: Crystallographic Computing (Sheldrick, G. M.; Krüger, C.; Goddard, R., Eds.); Oxford University Press: Oxford, England, 1985; pp 184-189.
19. 16. MolEN, An Interactive Structure Solution Program. Enraf-Nonius: Delft, The Netherlands, 1990.
20. 17. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography, Kynoch Press: Birmingham; Vol. IV, 1974, Table 2.