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Schobert, R.; Gordon, G. J., Science of Synthesis, (2004) 27, 987.
The most general method of ylide generation is the formation of a quaternary phosphonium salt by the reaction of a phosphine with an alkyl halide, followed by removal of an α-proton by a base.[135] The ylide can also be liberated from the salt by electrolysis (Section 27.24.2.1.2.4) and pyrolytic elimination (Section 27.24.2.1.2.2). Other important methods of preparation[136,137] are the replacement of α-hydrogens in preformed ylides with carbon residues (Sections 27.24.2.1.1.1 and 27.24.2.1.1.2), and the addition of tertiary phosphines to electron-deficient alkenes and alkynes, to epoxides, or to a carbene generated in situ from a diazoalkane (Section 27.24.2.1.3.1). Normally phosphorus ylides are prepared from triphenylphosphine, however the use of other triarylphosphines and trialkylphosphines[138–140] is not uncommon.
References
| [135] | Meeeeeeee, M.; Meeeee, M., Meeeee, (8888) 88, 888. |
| [136] | Meeeeeee, M. M., Meee. Mee., (8888) 88, 88. |
| [137] | Meeeeeee, M. M., Meeee. Meee., (8888) 88, 888; Meeee. Meee. Mee. Me. Meee., (8888) 8, 888. |
| [138] | Meeeeee, M. M.; Me Meeee, M. M., Meeeeeeeeee, (8888) 8, 888. |
| [139] | Meeeeeee, M. M.; Meeeeee, M., Meee. Mee., (8888) 88, 8888. |
| [140] | Meeeeeeeee, M.; Meeeeee, M., Meee. Mee., (8888) 888, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) M 8, 888.
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