Synthesis and cycloadditions of 1-[(tert-butyldimethylsilyl)oxy]alkenyl isocyanates
(1997) Societe Chimique de France. Bulletin — Vol. 134, n° 10-11, p. 989-994 (1997)
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- Abstract
- 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.
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De Tollenaere, C., & Ghosez, L. (1997). Synthesis and cycloadditions of 1-[(tert-butyldimethylsilyl)oxy]alkenyl isocyanates. Societe Chimique de France. Bulletin, 134(10-11), 989-994. https://hdl.handle.net/2078.5/84139 (Original work published 1997)