Catalytic conversions of diazosugars

Tetrahedron Letters

Volumn 43, Issue 52, 2002, Pages 9601-9603

  Branderhorst, Hilbert M ^a   Kemmink, Johan ^a   Liskamp, Rob M J ^a   Pieters, Roland J ^a  

^a UTRECHT UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

CARBENE; CARBOHYDRATE DERIVATIVE; DIAZOSUGAR; DIMER; GALACTOSE; GLUCOSE; UNCLASSIFIED DRUG;

ARTICLE; CARBOHYDRATE ANALYSIS; CATALYSIS; CHEMICAL REACTION; CYCLOADDITION; DECOMPOSITION; PROTECTION;

EID: 0037164644     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02407-3     Document Type: Article

References (13)

1. Doyle M.P., Forbes D.C. Chem. Rev. 98:1998;911.
2. (a) For a synthesis via an oxonium ylide see: Sarabia, F.; López Herrera, F. J. Tetrahedron Lett. 2001, 42, 8805;
3. (b) For a C-H insertion in a furanose sugar see: Berndt, D. F.; Norris, P. Tetrahedron Lett. 2002, 43, 3961.
4. Glycobiology reviews: (a) Williams, S. J.; Davies, G. J. Trends Biotechnol. 2001, 19, 356; (b) Mahon, B. P.; Moore, A; Johnson, P. A.; Mills, K. H. G. Crit. Rev. Biotechnol. 1998. 18, 257.
5. Glycobiology reviews: (a) Williams, S. J.; Davies, G. J. Trends Biotechnol. 2001, 19, 356; (b) Mahon, B. P.; Moore, A; Johnson, P. A.; Mills, K. H. G. Crit. Rev. Biotechnol. 1998. 18, 257.
6. Jansson K., Ahlfors S., Frejd T., Kihlberg J., Magnusson G., Dahmén J., Noori G., Stenvall K. J. Org. Chem. 53:1988;5629.
7. The one-step Corey-Myers protocol was also employed with similar results, Corey, E. J.; Myers, A. G. Tetrahedron Lett. 1984, 25, 3559.
8. The NMR spectra showed no sign of the presence of two diastereomers. The configuration of the newly formed stereocenter is unknown.
9. Doyle M.P., Protopopova M.N., Peterson C.S., Vitale J.P. J. Am. Chem. Soc. 118:1996;7865.
10. Doyle M.P., Ene D.G., Forbes D.G., Tedrow J.S. Tetrahedron Lett. 38:1997;4367.
11. Doyle M.P., Dyatkin A.B., Tedrow J.S. Tetrahedron Lett. 35:1994;3853.
12. Kiyoi T., Nakai Y., Kondo H., Ishida H., Kiso M., Hasgawa A. Bioorg. Med. Chem. 4:1996;1167.
13. Doyle M.P., Hu W., Phillips I.M., Wee A.G.H. Org. Lett. 2:2000;1777.