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Inter- and intramolecular Horner–Wadsworth–Emmons reactions of 5-(diethoxyphosphoryl)-1-acyl-2-alkyl(aryl)-2,3-dihydro-4-pyridones

✍ Scribed by Daniel L Comins; Christian G Ollinger

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 109 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)00690-6

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✦ Synopsis

Dihydropyridones of the type 1 were converted to their C-5 alkylidene derivatives 2 by a reaction sequence involving phosphorylation, conjugate reduction or addition to provide piperidones 4, and then olefination via a Horner-Wadsworth-Emmons reaction. An intramolecular version of this method was used to prepare trans-bicyclic enone 13.

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