Tetrahedron
Tetrahedron
5 years ago

One-pot synthesis of [6-5-6] tricyclic products via a double Diels-Alder/Nazarov tandem reaction of unsymmetrically substituted cross-conjugated diynones

One-pot synthesis of [6-5-6] tricyclic products via a double Diels-Alder/Nazarov tandem reaction of unsymmetrically substituted cross-conjugated diynones
A highly concise one-pot method towards biologically pertinent compounds having a [6-5-6] tricyclic framework has been established. The multicomponent reaction utilizes a tandem, double Diels-Alder cycloaddition followed by a Nazarov reaction to furnish the [6-5-6] backbone. This method produces three fused rings evolving from the construction of five new carbon-carbon bonds, a quaternary carbon, and stereogenic centers in a one-pot reaction. The products are produced with excellent regio- and diastereocontrol.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402016312029

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