6533b823fe1ef96bd127e07e

RESEARCH PRODUCT

Synthesis of (-)-Cryptopleurine by Combining Gold(I) Catalysis with a Free Radical Cyclization

Alexander StoyeTill Opatz

subject

CryptocaryabiologyChemistryOrganic ChemistryTotal synthesisPhenanthrenebiology.organism_classificationRadical cyclizationMedicinal chemistryCatalysischemistry.chemical_compoundCryptopleurineOrganic chemistryPhysical and Theoretical ChemistryEnantiomeric excess

description

(R)-(–)-Cryptopleurine, a highly cytotoxic alkaloid found in Cryptocarya and Boehmeria species, was synthesized in high optical purity using a gold(I)-NHC catalyzed cyclization of an unsymmetrical phenanthrene precursor combined with a free radical cyclization to achieve closure of the C-ring.

https://doi.org/10.1002/ejoc.201403700