Enantioselective, Catalytic Fluorolactonization Reactions with a Nucleophilic Fluoride Source.

ABSTRACT: The enantioselective synthesis of 4-fluoroisochromanones via chiral aryl iodide-catalyzed fluorolactonization is reported. This methodology uses HF-pyridine as a nucleophilic fluoride source with a peracid stoichiometric oxidant and provides access to lactones containing fluorine-bearing stereogenic centers in high enantio- and diastereoselectivity. The regioselectivity observed in these lactonization reactions is complementary to that obtained with established asymmetric electrophilic fluorination protocols.

SUBMITTER: Woerly EM 

PROVIDER: S-EPMC5382122 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature