Article ID Journal Published Year Pages File Type
5226316 Tetrahedron 2006 9 Pages PDF
Abstract
Exposure of dihydropyridinone 1 to the arylbismuth(V) reagent (p-F-Ph)3BiCl2 in the presence of substoichiometric quantities of tributylphosphine results in aryl transfer to the transiently generated (β-phosphonio)enolate, ultimately providing the α-arylated enone 2. This transformation, which represents a regiochemical complement to the Mizoroki-Heck arylation, is used strategically in concise formal and enantioselective total syntheses of the blockbuster antidepressant (−)-paroxetine (PAXIL).
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Physical Sciences and Engineering Chemistry Organic Chemistry
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