6533b835fe1ef96bd129f3d4

RESEARCH PRODUCT

Mukaiyama-type, eight-membered ring closure: Access to a tricyclic system related to taxanes

Christian CavéChristian CavéJean D'angeloIngrid ValancogneRamon Casas

subject

chemistry.chemical_classificationchemistry.chemical_compoundChemistryStereochemistryOrganic ChemistryDrug DiscoverySilyl enol etherRing (chemistry)BiochemistryDerivative (chemistry)Tricyclic

description

Abstract Addition of Me2CuLi, with in situ trapping by TMSCl, to Hagemann's ester derivative 13, furnished silyl enol ether 14. Mukaiyama-type cyclization of the latter compound gave the tricyclic derivative 15, structurally related to the taxane core.

https://doi.org/10.1016/s0040-4039(98)00461-4