A high-yielding synthesis of allyl glycosides from peracetylated glycosyl donors

Carbohydrate Research

Volumn 357, Issue , 2012, Pages 147-150

  Khamsi, Jamal ^a   Ashmus, Roger A ^a   Schocker, Nathaniel S ^a   Michael, Katja ^a  

^a UNIVERSITY OF TEXAS AT EL PASO   (United States)

Author keywords

Acetylated glycosyl donors; Allyl glycosides; Glycosylation; Reacetylation

Indexed keywords

ACETYL GROUPS; ALLYL GLUCOSIDES; BORON TRIFLUORIDE; BY-PRODUCT FORMATION; GLYCOSYL DONORS; GLYCOSYLATIONS; LEWIS ACID; REACETYLATION; REACTION YIELDS;

BORON; ESTERIFICATION; GLYCOSYLATION; SUGARS;

GLYCOSIDES;

CARBOHYDRATE DERIVATIVE; GALACTOSIDE; GLUCOSIDE; GLYCOSIDE; LEWIS ACID; PERACETYLATED GLYCOSYL; UNCLASSIFIED DRUG;

ACETYLATION; ARTICLE; CARBOHYDRATE SYNTHESIS; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE;

ACETATES; ACETYLATION; CARBOHYDRATE CONFORMATION; GLYCOSIDES; GLYCOSYLATION; LEWIS ACIDS;

EID: 84863726053     PISSN: 00086215     EISSN: 1873426X     Source Type: Journal    
DOI: 10.1016/j.carres.2012.05.008     Document Type: Article

References (17)

1. R. Gigg, S. Payne, and R. Conat Carbohydr. Res. 2 1983 207 223
2. T. Ogawa, and S. Nakabayashi Carbohydr. Res. 93 1981 C1 C5
3. E. Eichler, J. Kihlberg, and D.R. Bundle Glycoconjugate J. 8 1991 69 74
4. R.T. Lee, and Y.C. Lee Carbohydr. Res. 37 1974 193 201
5. P.B.v. Seeventer, J.A.L.M.v. Dorst, J.F. Siemerink, J.P. Kamerling, and J.F.G. Vliegenthart Carbohydr. Res. 300 1997 369 373
6. K. Matsuoka, H. Oka, T. Koyama, Y. Esumi, and D. Terunuma Tetrahedron Lett. 42 2001 3327 3330
7. B.T. Houseman, E.S. Gawalt, and M. Mrksich Langmuir 19 2003 1522 1531
8. G.T. Hermanson, A.K. Mallia, and P.K. Smith Immobilized Affinity Ligand Techniques 1992 Academic Press San Diego
9. K. Toshima, and K. Tatsuta Chem. Rev. 93 1993 1503 1531
10. T. Murakami, R. Hirono, Y. Sato, and K. Furusawa Carbohydr. Res. 342 2007 1009 1020
11. J.L. Xue, S. Cecioni, L. He, S. Vidal, and J.-P. Praly Carbohydr. Res. 344 2009 1646 1653
12. D.A. Ryan, and D.Y. Gin A.V. Demchenko, Glycoside Synthesis from 1-Oxygen Substituted Glycosyl Donors 2008 Wiley-VCH Weinheim 95 143
13. M.-Z. Liu, H.-N. Fan, Z. Guo, and Y.-Z. Hui Carbohydr. Res. 290 1996 233 237
14. F. Kong Carbohydr. Res. 342 2007 345 373
15. H.B. Mereyala, and S.R. Gurrala Carbohydr. Res. 307 1998 351 354
16. Y. Takahashi, and T. Ogawa Carbohydr. Res. 164 1987 277 296
17. K. Takeo, and T. Imai Carbohydr. Res. 165 1987 123 128