Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5226316 | Tetrahedron | 2006 | 9 Pages |
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 (â)-paroxetine (PAXIL).
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Authors
Phillip K. Koech, Michael J. Krische,