Olefination
A phosphorus ylide replaces the carbonyl oxygen with its own carbon, giving the alkene. Below it: runs of this reaction that somebody published, with the conditions they used.
What it needs, and what it gives
- Reaction class
- Olefination
- The ylide is made from the phosphonium salt with a base. The phosphine oxide is the driving force.
- balanced — the co-products are written out, not dropped
- Mechanism
- Wittig olefination, 3 steps
How it is thought to work
The ylide adds to the carbonyl, the four-membered ring that results falls apart the other way, and the phosphorus leaves with the oxygen.
- The ylide carbon attacks the carbonyl
- The oxygen closes onto the phosphorus
- The ring falls apart the other way
Worked examples
Reading these records
Everything on a record page came from the source that published it. Conditions the source did not state are shown as not recorded, and no typical value is substituted for them. Yields are whatever was measured by whoever ran the experiment.
Other classes
Buchwald–Hartwig amination
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Suzuki–Miyaura coupling
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Reduction
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Deprotection
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Reductive amination
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.
Oxidation
Recorded reactions with their conditions, and worked examples where a procedure and atom map were published.