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Schobert, R.; Hölzel, C.; Barnickel, B., Science of Synthesis, (2010) 47, 61.
Most of the reported Z-selective[460–463] and E-selective[464,465] Wittig alkenations of ketones that employ conventional ylides Ph3P=CHR1 are substrate-dependent and thus not generally applicable to the synthesis of tri- and tetrasubstituted alkenes with defined configuration. Of more general usability are the following variants: (1) the E-selective SCOOPY (α-substitution plus carbonyl olefination via β-oxidophosphorus ylides) reaction of aldehydes; (2) the E-selective alkenation of ketones with phosphole-derived ylides; (3) Horner–Emmons alkenations with phosphonates and phosphine oxides; and (4) indirect routes based upon Stork–Zhao and Still–Gennari modifications of the Wittig or Horner–Emmons protocols.
References
| [460] | Meeeeee, M. M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [461] | Meeeeeeee, M.; Meeeee, M.; Meeee, M., Meeeeeeeeee (8888) 88, 8888. |
| [462] | Meeeeeeeee, M. M.; Mee, M.; Meeee, M.; Müeeeeeeee, M.; Meeee, M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [463] | Meeeeeee, M.; Meee, M.; Meeeeeee, M.; Meeeeeee, M.; Meeeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [464] | Meeeeeeee, M. M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [465] | Meeee, M. M.; MeMeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
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