6533b7d8fe1ef96bd126af93

RESEARCH PRODUCT

Synthesis of β- and γ-carbolines via ruthenium and rhodium catalysed [2+2+2] cycloadditions of yne-ynamides with methylcyanoformate

Carole AlayracCarole AlayracBernhard WitulskiBernhard WitulskiFelix NissenVincent Richard

subject

Formateschemistry.chemical_elementRutheniumCatalysisRhodiumCatalysischemistry.chemical_compoundTransition metalReaction sequenceMaterials ChemistryOrganic chemistryRhodiumNatural productMetals and AlloysTotal synthesisGeneral ChemistryCombinatorial chemistryCycloadditionSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsRutheniumchemistryCyclizationAlkynesCeramics and CompositesCarbolines

description

A flexible approach towards substituted β- and γ-carbolines based on transition metal catalysed [2+2+2] cycloaddition reactions between functionalised yne-ynamides and methylcyanoformate is described. The versatility of this new reaction sequence is demonstrated by its application in the total synthesis of the marine natural product eudistomin U.

https://doi.org/10.1039/c1cc11298h