Full acetals of β-D-glycopyranosylnitromethanes and a 1,2-dideoxy-1- nitroalk-1-enitol derived from common hexoses

Carbohydrate Research

Volumn 306, Issue 1-2, 1998, Pages 45-55

  Pham Huu, Duy Phong ^a   Petrušová, Mária ^a   BeMiller, James N ^b   Köll, Peter ^c   Kopf, Jüngen ^d   Petruš, Ladislav ^a  

^a INSTITUTE OF CHEMISTRY   (Slovakia)

^b PURDUE UNIVERSITY   (United States)

^c UNIVERSITY OF OLDENBURG   (Germany)

^d UNIVERSITY OF HAMBURG   (Germany)

Author keywords

D Gly copyranosylnitromethanes; 1,2 dideoxy 1 nitro ; C Glycosyl compounds; Carbohydrate acetals; D arabino Hex 1 enitol; Isopropylidenation

Indexed keywords

ACETAL; HEXOSE;

ACETYLATION; ARTICLE; CARBOHYDRATE SYNTHESIS; CHEMICAL REACTION KINETICS; MOLECULAR INTERACTION; PRIORITY JOURNAL;

EID: 0344589390     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(97)00203-6     Document Type: Article

References (22)

1. L. Petruš, and J.N. BeMiller, Carbohydr. Res., 230 (1992) 197-200.
2. O.R. Martin, and W. Lai, J. Org. Chem., 58 (1993) 176-185.
3. Z.J. Witczak, Abstr. Int. Carbohydr. Symp., 17th, Ottawa, 1994, B 1.96.
4. J.-L. Debost, J. Gelas, D. Horton, and O. Mols, Carbohydr. Res., 125 (1984) 329-335.
5. P.L. Barili, G. Catelani, F. Colonna, A. Marra, S. Cerrini, and D. Lamba, Carbohydr. Res., 177 (1988) 29-41.
6. J. Cai, B.E. Davison, C.R. Ganellin, and S. Thaisrivongs, Tetrahedron Lett., 36 (1995) 6535-6536.
7. J.C. Sowden, and H.O.L. Fischer, J. Am. Chem. Soc., 68 (1946) 1511-1513.
8. K.N. Drew, and P.H. Gross, Tetrahedron, 47 (1991) 6113-6126.
9. M. Petrušová, E. Lattová, M. Matulová, L. Petruš, and J.N. BeMiller, Carbohydr. Res., 283 (1996) 73-80.
10. J.C. Sowden, and H.O.L. Fischer, J. Am. Chem. Soc., 69 (1947) 1048-1050.
11. L. Petruš, S. Bystricky, T. Sticzay, and V. Bílik, Chem. Zvesti, 36 (1982) 103-110.
12. A. Förtsch, H. Kogelberg, and P. Köll, Carbohydr. Res., 164 (1987) 391-402.
13. G.M. Sheldrick, Acta Crystallogr., Sect. A, 46 (1990) 467-473.
14. G.M. Sheldrick, SHELXL-93, Crystal Structure Refinement, University of Göttingen, Germany, 1993.
15. A.L. Spek, Acta Crystallogr., Sect. A, 46 (1990) C34.
16. D. Cremer, and J.A. Pople, J. Am. Chem. Soc., 97 (1975) 1354-1358.
17. P. Köll, W. Saak, S. Pohl, B. Steiner, and M. Koóš, Carbohydr. Res., 265 (1994) 237-248.
18. J.C. Sowden, and H.O.L. Fischer, J. Am. Chem. Soc., 66 (1944) 1312-1314.
19. J.G. Buchanan, A.R. Edgar, D.I. Rawson, P. Shahidi, and R.H. Wightman, Carbohydr. Res., 100 (1982) 75-86.
20. A. Lipták, P. Fügedi, P. Nánási, and A. Neszmélyi, Tetrahedron, 35 (1979) 1111-1119.
21. O.R. Martin, F.E. Khamis, and S.P. Rao, Tetrahedron Lett., 30 (1989) 6143-6146.
22. G. Descotes, Y. Bahurel, M. Bourillot, G. Pingeon and R. Rostaing, Bull. Soc. Chim. Fr., (1970) 282-289.