Studies on the unusual stability of cis-2,5-diethoxy-2,5- bis(hydroxymethyl)-1,4-dioxane

Tetrahedron

Volumn 55, Issue 8, 1999, Pages 2193-2204

  Yuasa, Hideya ^a   Hashimoto, Hironobu ^a   Abe, Yutaka ^a   Kajimoto, Tetsuya ^b   Wong, Chi Huey ^b,c  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

^c SCRIPPS RESEARCH INSTITUTE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,5 DIETHOXY 2,5 BIS(HYDROXYMETHYL) 1,4 DIOXANE; ALCOHOL; DIHYDROXYACETONE; DIOXANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CIS TRANS ISOMERISM; CONFORMATIONAL TRANSITION; PRIORITY JOURNAL;

EID: 0033582447     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00003-4     Document Type: Article

References (15)

1. Gijsen, H. J. M.; Qiao, L.; Fitz, W.; Wong, C.-H. Chem. Rev. 1996, 96, 443-473.
2. Jung, S.-H.; Jeong, J.-H.; Miller, P.; Wong, C.-H. J. Org. Chem. 1994, 59, 7182-7184.
3. Gefflaut, T.; Lemaire, M.; Valentin, M.-L.; Bolte, J. J. Org. Chem. 1997, 62, 5920-5922.
4. Waagen, V.; Barua, T. K.; Anthonsen, H. W.; Hansen, L. K.; Fossli, D.-J. Tetrahedron 1994, 50, 10055-10060.
5. Angyal, S. J. Adv. Carbohydr. Chem. Biochem. 1989, 47, 1-43.
6. Parham, W. E.; Reiff, H. E. J. Am. Chem. Soc. 1955, 77, 6391-6393.
7. Lambert, J. B. Acc. Chem, Res. 1971, 4, 87-94.
8. Augé, J.; David, S. Tetrahedron 1984, 40, 2101-2106.
9. Squillacote, M.; Sheridan, R. S.; Chapman, O. L.; Anet, F. A. L. J. Am. Chem. Soc. 1975, 97, 3244- 3246.
10. Dowd, M. K.; French, A. D.; Reilly, P. J. Carbohydr. Res. 1994, 264, 1-19.
11. Clay, R. M.; Kellie, G. M.; Riddell, F. G. J. Am. Chem. Soc. 1973, 95, 4632-4633. References are cited therein.
12. Fuchs, B.; Schleifer, L.; Tartakovsky, E. Nouv. J. Chim, 1984, 8, 275-278.
13. Cossé-Barbi, A.; Watson, D. G.; Dubois, J. E. Tetrahedron Lett. 1989, 30, 163-166.
14. Allinger, N. L.; Rahman, M.; Lii, J.-H. J. Am. Chem. Soc. 1990, 112, 8293-8307.
15. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; Head-Gordon, M.; Gonzales, C.; Pople, J. A. Gaussian, Inc., Pettsburgh, PA, 1995.