The Tebbe Olefination is the one-carbon homologation of carbonyl compounds using the Tebbe reagent.
Reaction mechanism:
1. The Tebbe’s reagent is first exposed to a mild Lewis base, such as pyridine, to generate the active Schrock carbene.
2. The carbene reacts with the carbonyl compound to give an oxatitanacyclobutane intermediate.
3. The intermediate breaks down to the corresponding alkene.
References:
NROChemistry: https://nrochemistry.com/tebbe-olefination/
Example #1: J. Am. Chem. Soc. 2021, 143, 7088. https://doi.org/10.1021/jacs.1c01865
Example #2: Org. Lett. 2021, 23, 1344. https://doi.org/10.1021/acs.orglett.1c00008
