Accessing Spiropiperidines from Dihydropyridones through Tandem Triflation-Allylation and Ring-Closing Metathesis (RCM)
Résumé
A novel approach to build 2-spiropiperidine moieties starting from dihydropyridones was developed. The triflic anhydridepromoted conjugate addition of allyltributylstannane onto these dihydropyridones allowed for the formation of gem bisalkenyl intermediates that were converted to the corresponding spirocarbocycles with excellent yields via ring closing metathesis. The vinyl triflate group generated onto these 2-spiro-dihydropyridine intermediates could be successfuly used as a chemical expansion vector for further transformations namelly Pd-catalyzed cross-coupling reactions.
Domaines
Chimie organiqueOrigine | Fichiers produits par l'(les) auteur(s) |
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