An improved williamson etherification of hindered alcohols promoted by 15-crown-5 and sodium hydride

Tetrahedron Letters

Volumn 38, Issue 26, 1997, Pages 4679-4682

  Aspinall, Helen C ^a   Greeves, Nicholas ^a   Lee, Wai Man ^a   McIver, Edward G ^a   Smith, Peter M ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; CROWN ETHER DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030952438     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00965-9     Document Type: Article

References (10)

1. Williamson, W., J. Chem. Soc., 1852, 4, 106, 229.
2. For a comprehensive review of etherification techniques: Baggert, N., Comprehensive Organic Chemistry, Pergamon Press, New York 1979, Volume 1, pp. 799-850.
3. Diner, U. E., Sweet, F., Brown, R. K., Canad. J. Chem., 1966, 4, 1591-1592.
4. Schlosser, M., Strunk, S., Tetrahedron, 1989, 45, 2649-2664.
5. Patel, S. T., Percy, J. M., Wilkes, R. D., J. Org. Chem., 1996, 61, 166-173.
6. Aspinall, H. C., Browning, A. F., Greeves N., Ravenscroft, P., Tetrahedron Lett., 1994, 35, 4639-4640.
7. Cookson, R., Crumbie, R. L., Tetrahedron Lett., 1985, 26, 3377-3380.
8. Dehmlow, E. V., Knufinke, V., Liebigs Ann. Chem., 1992, 3, 283-285.
9. 4 and the solvent was removed under reduced pressure. Purification by flash chromatography yielded product 1a as a colourless syrup.
10. Greeves, N., Vines, K. J., J. Chem. Soc., Chem. Commun., 1994, 1469-1470.