Combining asymmetric catalysis with natural product functionalization through enantioselective alpha-fluorination.

ABSTRACT: An examination into the derivatization of various natural products using newly developed alpha-fluorination methodology is disclosed. An activated ketene enolate, generated from an acid chloride, is allowed to react with an electrophilic fluorine source (NFSi). Quenching the reaction with a nucleophilic natural product produces biologically relevant alpha-fluorinated carbonyl derivatives of select chemotherapeutics, antibiotics, and other pharmaceuticals.

SUBMITTER: Erb J 

PROVIDER: S-EPMC3443555 | biostudies-literature | 2010 Feb

REPOSITORIES: biostudies-literature