Synthesis of Heterospirocycles through Gold‐(I) Catalysis, Useful Building Blocks for Medicinal Chemistry
Résumé
Gold-(I) catalysis was used for the intramolecular cyclization of tertiary alcohols with terminal alkynes to form diverse aza-spirocycles. The reaction was carried out with low catalyst loading under microwave irradiation to give both sulfonylated and acylated spirocyclic nitrogen derivatives. Gram scale spirocyclization was carried out and demonstrates the robustness of the reaction. An intramolecular Mizoroki-Heck reaction was performed to give several tetracyclic spirocycles. Double bond reduction and selective protecting group manipulation gave spiropiperazine and spiromorpholine derivatives. These compounds were incorporated into biologically relevant scaffolds to give the first selective spirocyclic inhibitors of LIMK.
Fichier principal
Adv Syn catal for HAL before peer review process (1).pdf (1.1 Mo)
Télécharger le fichier
Origine | Fichiers produits par l'(les) auteur(s) |
---|