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26.10.2.1.8.3 Variation 3: Arylation of Baylis–Hillman Adducts

DOI: 10.1055/sos-SD-026-01067

Chataigner, I.; Harrison-Marchand, A.; Maddaluno, J.Science of Synthesis, (2005261184.

The BaylisHillman adducts 178 undergo a palladium-catalyzed arylation to give the ­2-(arylmethyl)-3-oxoalkyl esters 179 (Scheme 107).[‌520‌] It is probable that the palladium β-elimination, which takes place after the CC bond is formed, transforms the allylic alcohol into an enol tautomer of the 3-oxo ester 179. This method is relatively general, and its yields are good to high.

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