Reactivity and crystal structure of 1,2:3,4:5,6-Tri-O-isopropylidene-D-gluconolactone

Polish Journal of Chemistry

Volumn 72, Issue 7, 1998, Pages 1182-1190

  Jarosz, S ^a   Ciunik, Z ^b  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

^b UNIVERSITY OF WROC AW   (Poland)

Author keywords

elimination; Gluconolactone triacetonide; Sugar phosphonates

Indexed keywords

EID: 0032333504     PISSN: 01375083     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (23)

1. Haworth W.N., Hirst E.L. and Chamberlain K.A., J. Chem. Soc., 795 (1937);
2. Morgan J.W.W. and Wolfrom M.L., J. Am. Chem. Soc., 78, 2496 (1956).
3. Jarosz S. and Zamojski A., J. Carbohydr. Chem., 12, 1223 (1993).
4. Regegling H., de Rouville E. and Chittenden G.J.F., Rec. Trav. Chim. Pays-Bas, 106, 461 (1987).
5. Jeffrey G.A. and Fasiska E.J., Carbohydr. Res. 21, 187 (1972); Panagiotopoulos, N.C., Jeffrey G.A., La Placa S.J. and Hamilton, W.C., (1974), Acta Cryst., B30, 1421; Lis T., Acta Cryst., B37, 1957 (1981); Lis T., Acta Cryst., C40, 374 and 376 (1984).
6. Jeffrey G.A. and Fasiska E.J., Carbohydr. Res. 21, 187 (1972); Panagiotopoulos, N.C., Jeffrey G.A., La Placa S.J. and Hamilton, W.C., (1974), Acta Cryst., B30, 1421; Lis T., Acta Cryst., B37, 1957 (1981); Lis T., Acta Cryst., C40, 374 and 376 (1984).
7. Jeffrey G.A. and Fasiska E.J., Carbohydr. Res. 21, 187 (1972); Panagiotopoulos, N.C., Jeffrey G.A., La Placa S.J. and Hamilton, W.C., (1974), Acta Cryst., B30, 1421; Lis T., Acta Cryst., B37, 1957 (1981); Lis T., Acta Cryst., C40, 374 and 376 (1984).
8. Jeffrey G.A. and Fasiska E.J., Carbohydr. Res. 21, 187 (1972); Panagiotopoulos, N.C., Jeffrey G.A., La Placa S.J. and Hamilton, W.C., (1974), Acta Cryst., B30, 1421; Lis T., Acta Cryst., B37, 1957 (1981); Lis T., Acta Cryst., C40, 374 and 376 (1984).
9. Park Y.J., Jeffrey G.A. and Hamilton W.C., Acta. Cryst., B27, 2393 (1971).
10. Kopf J., Morf M., Zimmer B., Bischoff M. and Köll P., Carbohydr. Res., 229, 17 (1992).
11. Cremer D. and Pople J.A., J. Am. Chem. Soc., 97, 1354 (1975).
12. Luger P. and Bülow R., J. Appl. Cryst., 16, 432 (1983).
13. Jarosz S., Kozłowska E. and Ciunik Z., Polish J. Chem., 68, 2209 (1994); Jarosz S. and Kozłowska E., Carbohydr. Lett., 2, 213 (1996).
14. Jarosz S., Kozłowska E. and Ciunik Z., Polish J. Chem., 68, 2209 (1994); Jarosz S. and Kozłowska E., Carbohydr. Lett., 2, 213 (1996).
15. Wadsworth W.S. Jr., Org. React., 25, 73 (1977).
16. Jarosz S., Tetrahedron Lett., 35, 7655 (1994).
17. Ojikawa Y., Tanaka T. and Yonemitsu O., Tetrahedron Lett., 27, 3647 (1986); Horita K., Nagato S., Ojikawa Y. and Yonemitsu O., Tetrahedron Lett., 28, 3253 (1987); see also: Nicolaou K.C., Daines R.A., Chakraborty T.K. and Ogawa Y., J. Am. Chem. Soc., 110, 4685 (1988); Yamanoi T., Akiyama T., Ishida E., Abe H., Anemiya M. and Inazu T., Chem. Lett., 335 (1989).
18. Ojikawa Y., Tanaka T. and Yonemitsu O., Tetrahedron Lett., 27, 3647 (1986); Horita K., Nagato S., Ojikawa Y. and Yonemitsu O., Tetrahedron Lett., 28, 3253 (1987); see also: Nicolaou K.C., Daines R.A., Chakraborty T.K. and Ogawa Y., J. Am. Chem. Soc., 110, 4685 (1988); Yamanoi T., Akiyama T., Ishida E., Abe H., Anemiya M. and Inazu T., Chem. Lett., 335 (1989).
19. Ojikawa Y., Tanaka T. and Yonemitsu O., Tetrahedron Lett., 27, 3647 (1986); Horita K., Nagato S., Ojikawa Y. and Yonemitsu O., Tetrahedron Lett., 28, 3253 (1987); see also: Nicolaou K.C., Daines R.A., Chakraborty T.K. and Ogawa Y., J. Am. Chem. Soc., 110, 4685 (1988); Yamanoi T., Akiyama T., Ishida E., Abe H., Anemiya M. and Inazu T., Chem. Lett., 335 (1989).
20. Ojikawa Y., Tanaka T. and Yonemitsu O., Tetrahedron Lett., 27, 3647 (1986); Horita K., Nagato S., Ojikawa Y. and Yonemitsu O., Tetrahedron Lett., 28, 3253 (1987); see also: Nicolaou K.C., Daines R.A., Chakraborty T.K. and Ogawa Y., J. Am. Chem. Soc., 110, 4685 (1988); Yamanoi T., Akiyama T., Ishida E., Abe H., Anemiya M. and Inazu T., Chem. Lett., 335 (1989).
21. Scheldrick G.M., Acta Cryst., A46, 467 (1990).
22. Scheldrick G.M. (1997) SHELXL97. Program for the Refinement of Crystal Structures. Univ. of Göttingen, Germany.
23. International Tables for X-Ray Crystallography (1974). Vol. IV. Kynoch Press, Birmingham (present distributor: Kluwer Academic Publishers, Dordrecht).