Highly selective olefin-assisted palladium-catalyzed oxidative carbocyclization via remote olefin insertion

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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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Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization–Carbonylation–Alkynylation

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 addi...

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Herein we report a highly efficient and site-selective palladium-catalyzed oxidative carbocyclization-arylation reaction of bisallenes and arylboronic acids under operationally simple conditions for the selective synthesis of cyclohexadiene derivatives. The palladium source and the solvent proved to be crucial for the selectivity and the reactivity displayed. Interestingly, in the absence of th...

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Transmetallation: A highly regio- and diastereoselective carbocyclization involving a palladium-catalyzed 1,2-addition of two carbon atoms across a conjugated diene has been developed (see scheme). The reaction is performed with dienynes and an oxygen tether containing a terminal or internal triple bond.

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ژورنال

عنوان ژورنال: Chemical Science

سال: 2017

ISSN: 2041-6520,2041-6539

DOI: 10.1039/c6sc02660e