A C–H Functionalization Strategy Enables an Enantioselective Formal Synthesis of (−)-Aflatoxin B<sub>2</sub>
Nicholas Falcone, Aaron T. Bosse, Hojoon Park, Jin‐Quan Yu, Huw M. L. Davies, Erik J. Sorensen
Abstract
from 4-methoxyphenylacetic acid has been achieved by an approach that produces a key carbon-carbon bond, a benzylic stereocenter, and two arene carbon-oxygen bonds in the course of three site-selective C-H functionalizations. The carbonyl-directed acetoxylation of two arene C-H bonds described herein is unprecedented in natural product synthesis and occurs under mild conditions that preserve the configuration of a sensitive benzylic stereocenter.
Topics & Concepts
StereocenterEnantioselective synthesisChemistryFormal synthesisCarbon fibersNatural productAflatoxinStereochemistryOrganic chemistryCombinatorial chemistryCatalysisComposite numberComposite materialFood scienceMaterials scienceCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsAsymmetric Synthesis and Catalysis