De Tollenaere, C
Ghosez, Léon
[UCL]
1-[(tert-Butyldimethylsilyl)oxy] alkenyl isocyanates 1a and 1b have been conveniently prepared from acetyl or propionyl chloride, silver cyanate and tert-butyldimethylsilyl triflate in the presence of triethylamine. They react with electron-deficient acetylenic dienophiles or with tosyl cyanide to give highly functionalised pyridines or derivatives of uracil or thymine in moderate yields. They also cycloadd with 1-(diethylamino)prop-1-yne, an electron-rich dienophile, to yield glutaconimides and pyridine derivatives.
Bibliographic reference |
De Tollenaere, C ; Ghosez, Léon. Synthesis and cycloadditions of 1-[(tert-butyldimethylsilyl)oxy]alkenyl isocyanates. In: Societe Chimique de France. Bulletin, Vol. 134, no. 10-11, p. 989-994 (1997) |
Permanent URL |
http://hdl.handle.net/2078.1/45293 |