1,2-Cyclic sulfite and sulfate furanoside diesters: improved syntheses and stability

Tetrahedron

Volumn 65, Issue 32, 2009, Pages 6341-6347

  Hardacre, Christopher ^a   Messina, Ivano ^a   Migaud, Marie E ^a   Ness, Kerry A ^a   Norman, Sarah E ^a  

^a QUEEN'S UNIVERSITY BELFAST   (United Kingdom)

Author keywords

Carbohydrates; Cyclic sulfate; Cyclic sulfite; Ionic liquids

Indexed keywords

1,2 CYCLIC SULFATE; 1,2 CYCLIC SULFITE; 3,5 CYCLIC SULFATE; 3,5 CYCLIC SULFITE; ESTER DERIVATIVE; FURAN DERIVATIVE; IONIC LIQUID; MORPHOLINE; ORGANIC SOLVENT; SOLVENT; SULFATE; SULFITE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; HYDROLYSIS; HYDROPHOBICITY; PRIORITY JOURNAL; ROOM TEMPERATURE; SYNTHESIS;

EID: 67649632032     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.06.013     Document Type: Article

References (25)

1. Health council of the Netherlands: Committee on updating of occupational exposure limits, 2001; 2000/15OSH/028.
2. Brown H.C. Ind. Eng. Chem. 36 (1944) 785-791
3. Oka K. Synthesis (1981) 661-681
4. Lohray B.B. Synthesis (1992) 1035-1052
5. Gao Y., and Sharpless K.B. J. Am. Chem. Soc. 110 (1988) 7538-7539
6. Byun H.-S., He L., and Bittman R. Tetrahedron 56 (2000) 7051-7091
7. Baker W., and Field F.B. J. Chem. Soc. A (1932) 86-91
8. Benksim A., Beaupere D., and Wadouachi A. Org. Lett. 6 (2004) 3913-3915
9. Tanabe G., Yoshikai K., Hatanaka T., Yamamoto M., Shao Y., Minematsu T., Muraoka O., Wang T., Matsuda H., and Yoshikawa M. Bioorg. Med. Chem. 15 (2007) 3926-3937
10. Calvo-Floros F.G., Garcia-Mendoza P., Hernandez-Mateo F., Isac-Garcia J., and Santoio-Gonzalez F. J. Org. Chem. 62 (1997) 3944-3961
11. Alonso M., and Riera A. Tetrahedron: Asymmetry 16 (2005) 3908-3912
12. Kalantar T.H., and Sharpless K.B. Acta Chem. Scand. 47 (1993) 307-313
13. Kim B.M., and Sharpless B.M. Tetrahedron Lett. 30 (1989) 655-658
14. Richardson P.F., Nelson L.T.J., and Sharpless K.B. Tetrahedron Lett. 36 (1995) 9241-9244
15. Humenik M., Kutschy P., Kovacik V., and Bekesova S. Collect. Czech. Chem. Commun. 70 (2005) 487-506
16. Batoux, N.; Migaud, M. Unpublished Data, 2004.
17. Amigues E., Hardacre C., Keane G., Migaud M., and O'Neill M. Chem. Commun. (2006) 72-74
18. Bonhôte P., Dias A., Papageorgiou N., Kalyanasundaram K., and Grätzel M. Inorg. Chem. 35 (1996) 1168-1178
19. Xu W., Wang L.-M., Nieman R.A., and Angell C.A. J. Phys. Chem. B 107 (2003) 11749-11756
20. Witty D.R., Fleet G.W.J., Vogt K., Wilson F.X., and Wang Y. Tetrahedron Lett. 31 (1990) 4787-4790
21. Bhaskar P.M., Mathiselvam M., and Loganathan D. Carbohydr. Res. 343 (2008) 1801-1807
22. White J.D., and Jensen M.S. J. Am. Chem. Soc. 117 (1995) 6224-6233
23. Vazquez-tato M.P., Seijas J.A., Fleet G.W.J., Mathews C.J., Hemmings P.R., and Brown D. Tetrahedron 51 (1995) 959-974
24. Streicher H., and Bohner C. Tetrahedron 58 (2002) 7573-7582
25. Bozo E., Boros S., Kuszmann J., Gacs-Baitz E., and Parkanyi L. Carbohydr. Res. 308 (1998) 297-310