Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization–Carbonylation–Alkynylation
نویسندگان
چکیده
A highly selective cascade reaction that allows the direct transformation of dienallenes to spirocyclobutenes (spiro[3.4]octenes) as single isomers has been developed. The reaction involves formation of overall four C-C bonds and proceeds via a palladium-catalyzed oxidative transformation with insertion of olefin, olefin, and carbon monoxide. Under slightly different reaction conditions an additional CO insertion takes place to give spiro[4.4]nonenes with formation of overall five C-C bonds.
منابع مشابه
Highly selective olefin-assisted palladium-catalyzed oxidative carbocyclization via remote olefin insertion† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c6sc02660e
A highly selective olefin-assisted palladium-catalyzed oxidative carbocyclization via remote olefin insertion to afford cyclohexenes has been developed. It was shown that the assisting olefin moiety was indispensable for the formation of the cyclohexene product. Furthermore, preliminary studies on chiral anion-induced asymmetrical carbocyclization-borylation of enallenes have been carried out.
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