Silver (I) oxide assisted O-alkylation of 2,4-di-O-benzoyl-myo-inositol-1,3,5-orthoformate and its 6-O-substituted derivatives: Transannular participation of oxygen

Carbohydrate Research

Volumn 297, Issue 3, 1997, Pages 243-249

  Das, Tanya ^a   Shashidhar, M S ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Alkylations; Cyclitols; Inositol; Neighbouring group effects

Indexed keywords

INOSITOL PHOSPHATE; OXYGEN; SILVER;

ALKYLATION; ARTICLE; CHEMICAL REACTION; METHYLATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; SYNTHESIS;

EID: 0031059564     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(96)00270-4     Document Type: Article

References (20)

1. Potter B.V.L., Lampe D. Angew. Chem. Int. Ed. Eng. 34:1995;1933-1972.
2. Lee H.W., Kishi Y. J. Org. Chem. 50:1985;4402-4403.
3. D.C. Billington, R. Baker, J.J. Kulagowski, I.M. Mawer, J.P. Vacca, S.J. De Solms, and J.R. Huff, J. Chem. Soc., Perkin Trans. I, (1989) 1423-1429.
4. Baudin G., Glanzer B.I., Swaminathan K.S., Vasella A. Helv. Chem. Acta. 71:1988;1367-1378.
5. Uhlmann P., Vasella A. Helv. Chem. Acta. 75:1992;1979-1994.
6. Muddasani P.R., Bozo E., Bruno B., Vasella A. Helv. Chem. Acta. 77:1994;257-290.
7. Muddasani P.R., Bruno B., Vasella A. Helv. Chem. Acta. 77:1994;334-350.
8. L. Hough and A.C. Richardson, in E. Haslam (Ed.), Comprehensive Organic Chemistry, Vol. 5, Pergamon Press, New York, NY, 1979, p. 687.
9. T.W. Greene, Protecting Groups in Organic Synthesis, Wiley, New York, NY, 1981.
10. Banerjee T., Shashidhar M.S. Tetrahedron Lett. 35:1994;8053-8056.
11. U. Samanta, V.G. Puranik, P. Chakrabarti, T. Banerjee, and M.S. Shashidhar, XXVI National Seminar on Crystallography, January 16-18, 1995, Mysore, India.
12. U. Samanta, D. Pal, V.G. Puranik, P. Chakrabarti, T. Das, T. Praveen, and M.S. Shashidhar, XVII Congress of Intern. Union of Crystallography, August 8-17, 1996, Seattle, WA, USA.
13. Stanacev N.Z., Kates M. J. Org. Chem. 26:1961;912-918.
14. Ikeda A., Shinkai S. J. Am. Chem. Soc. 116:1994;3102-3110.
15. Cohen L.A., Steele J.A. J. Org. Chem. 31:1966;2333-2336.
16. Heppolette R.L., Robertson R.E. Proc. Roy. Soc. London. A 252:1959;273-285.
17. R.E. Robertson and J.M.W. Scott, J. Chem. Soc., (1961) 1596-1604.
18. D.N. Kevill, in S. Patai and Z. Rappoport (Eds.) The Chemistry of Functional Groups, Suppl. D, Wiley, New York, NY, 1983, p. 933.
19. D.D. Perrin and L.F. Armarego, Purification of Laboratory Chemicals, Pergamon Press, Oxford, 1992.
20. Chem. Abstr., 108 (1988) 115102a.