132079-99-3Relevant academic research and scientific papers
Palladium-Catalyzed Cross-Coupling of β-(Methanesulfonyl)oxy Enones with Organostannanes
Hettrick, Christina M.,Kling, James K.,Scott, William J.
, p. 1489 - 1492 (1991)
β-(Methanesulfonyl)oxy enones, derived from 1,3-diones, cross-couple with vinylstannanes in 50-80percent yields when a substoichiometric amount of Pd(PPh3)4 and stoichiometric lithium bromide are used.Phenyltributylstannane affords low yields of cross-coupled product.Tetrabutyltin, tributyltin hydride, and ethynyltributyltin do not couple under the reaction conditions.The reaction is proposed to involve in situ formation of the β-bromo enone, oxidative addition to the Pd(0) catalyst, transmetalation, and reductive elimination to afford cross-coupled products.The analogous enol phosphates undergo coupling in low yields, the major product resulting from regeneration of the 1,3-dione.
