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Whitehead, A.; Sieck, S. R.; Mukherjee, S.; Hanson, P. R., Science of Synthesis, (2005) 21, 924.
Vinylphosphonates can be prepared via perfluoroalkylsulfonyl enol ethers from an array of acylphosphonates.[55] For example, acylphosphonates 63 can be treated with nonafluorobutane-1-sulfonyl fluoride and a base in tetrahydrofuran to generate enolates 64 (Scheme 20); it was established that the use of 1,8-diazabicyclo[5.4.0]undec-7-ene at −45 ºC gives optimal yields. Subsequent palladium-catalyzed coupling reactions with acetylenes or vinylstannanes were performed to generate diethoxyphosphoryl-containing enynes, as well as dienes, e.g. 65, in good yields.[56]
Meeeee 88 Meeeeeeee eee Meeee-Meeeeeee Meeeeeee ee Meeeeeeeeeeeeee Meeeeeee[88]
Meeeeeeeeeee Meeeeeeee
Meeeeee 8-(Meeeeeeeeeeeeeeeeeeeeeeeee)eeeeeeeeeeeeeeee (88, M8 = M8 = M); Meeeeee Meeeeeeee:[88]
MMMMMMM: Meeeeeeeeeeeeeee-8-eeeeeeee eeeeeeee ee eeeeeeeee eee eeeeeeeeee ee eee eeee eee eeee.
Me e eeee ee eeeeeee eeeeeeeeeeeeeeeee (88, M8 = M8 = M; 88 ee, 8.88 eeee) eee eeeeeeeeeeeeeeee-8-eeeeeeee eeeeeeee (88 μM, 8.88 eeee) ee MMM (8 eM) eee eeeee MMM (88 μM, 8.88 eeee) ee −88°M. Mee eeeeeee eee eeeeeee ee −88°M eee 8 e eeee eM 8 ee eeeeee eee eeeee ee eeeeee eee eeeeeeee. Mee eeeee eeeeeee eee eeeeeeee ee eeeeeeeeeee MMM (eeeeee eee) ee eeee 88 (M8 = M8 = M); eeeee: 888 ee (88%).
References
[55] | Meeeeee, M.; Meee, M.; Meeeeeeee, M.; Meeeeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[56] | Me-Meeee, M.; Meeee-Meeeee, M.; Meeeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.