C-Arylglucoside synthesis: Triisopropylsilane as a selective reagent for the reduction of an anomeric C-phenyl ketal

Tetrahedron Asymmetry

Volumn 14, Issue 20, 2003, Pages 3243-3247

  Ellsworth, Bruce A ^a   Doyle, Abigail G ^a,b   Patel, Manorama ^a   Caceres Cortes, Janet ^a   Meng, Wei ^a   Deshpande, Prashant P ^a   Pullockaran, Annie ^a   Washburn, William N ^a  

^a BRISTOL MYERS SQUIBB   (United States)

^b STANFORD UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; GLUCOSIDE; PHENYL GROUP; REDUCING AGENT; SILANE DERIVATIVE; TRIISOPROPYLSILANE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; HYDROGENOLYSIS; PRIORITY JOURNAL; REACTION ANALYSIS; REDUCTION;

EID: 1642406208     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetasy.2003.08.007     Document Type: Article

References (16)

1. Suzuki K., Matsumoto T. Synthesis of Glycosylarenes. Hanessian S. Preparative Carbohydrate Chemistry. 1997;527-542 Marcel Dekker, Inc, New York.
2. Hacksell U., Daves G.D. Jr. The Chemistry and Biochemistry of C-Nucleosides and C-Arylglycosides. Ellis G.P., West G.B. Prog. Med. Chem. 1985;19-65 Elsevier Science Publishers.
3. Jaramillo C., Knapp S. Synthesis. 1994;1-20.
4. Du Y., Linhardt R.J., Vlahov I.R. Tetrahedron. 54:1998;9913-9959.
5. Ellsworth, B.; Washburn, W. N.; Sher, P. M.; Wu, G.; Meng, W. US patent US 6,414,126B1, 2002.
6. Czernecki S., Ville G. J. Org. Chem. 54:(3):1989;610-612.
7. Bihovsky R., Selick C., Giusti I. J. Org. Chem. 53:1988;4026-4031.
8. Kraus G.A., Molina M.T. J. Org. Chem. 53:1988;752-753.
9. Lancelin J.-M., Zollo P.H.A., Sinay P. Tetrahedron Lett. 24:1983;4833-4836.
10. Fuganti C., Serra S. Synlett. 1999;1241-1242.
11. Dondoni A., Mariotti G., Marra A., Massi A. Synthesis. 2001;2129-2137.
12. Dondoni A., Mariotti G., Marra A. J. Org. Chem. 67:2002;4475-4486.
13. Daly S.M., Armstrong R.W. Tetrahedron Lett. 30:1989;5713-5716.
14. Babirad S.A., Wang Y., Kishi Y. J. Org. Chem. 52:1987;1370-1372.
15. Wang Y., Babirad S.A., Kishi Y. J. Org. Chem. 57:1992;468-481.
16. Dondoni A., Scherrmann M.-C. J. Org. Chem. 59:1994;6404-6412.