Wittig carbonyl olefination
In a Wittig transformation, a phosphorus ylide and an aldehyde or ketone give an alkene and a phosphine oxide.
Key knowledge
In a Wittig transformation, a phosphorus ylide and an aldehyde or ketone give an alkene and a phosphine oxide. The oxaphosphetane intermediate connects the former carbonyl carbon and ylide carbon; its fragmentation replaces C=O by C=C. Product E/Z selectivity depends on reagent and conditions.
Conditions and scope
- Detailed addition pathways depend on ylide, substrate, ions and medium.
- This connectivity reference does not guarantee one geometric isomer, universal yield or formation of every sterically hindered alkene.
Sources · 1
References
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Evidence and review
Read ylide/oxaphosphetane/oxide connectivity and pathway qualification; excluded absolute impossibility of all tetrasubstituted products and pure-product guarantee.
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Entry details
Permanent link to this entry ↗- Record identity
- uni-chem-wittig-alkene
- Revision
- core.1
- Structured reference record
- University core expansion