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Please login to access the full content or check if you have access via Method 2: Synthesis by Methylenation with Titanacyclobutanes

DOI: 10.1055/sos-SD-047-00100

Petasis, N. A.Science of Synthesis, (201047176.

The reaction of the Tebbe reagent 12 with alkenes gives titanacyclobutanes (see Scheme 2, Section[‌19‌,‌24‌] Titanacyclobutanes are generally more stable in air than the Tebbe reagent and can be employed for the methylenation of aldehydes, ketones, esters, thioesters, amides, and carbonates. For example, the titanacyclobutane 34, prepared from 2-methylpent-1-ene, is an air-stable, crystalline compound that is effective for the methylenation of readily enolizable ketones such as 2-phenylcyclopentanone (35) to give the corresponding exocyclic alkene 36 (Scheme 9).[‌25‌] Further information on titanacyclobutanes can be found in Science of Synthesis, Vol. 2 [Compounds of Groups 73 (Mn···, Cr···, V···, Ti···, Sc···, La···, Ac···) (Section].

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