How cinchona alkaloid-derived primary amines control asymmetric electrophilic fluorination of cyclic ketones.

ABSTRACT: The origin of selectivity in the α-fluorination of cyclic ketones catalyzed by cinchona alkaloid-derived primary amines is determined with density functional calculations. The chair preference of a seven-membered ring at the fluorine transfer transition state is key in determining the sense and level of enantiofacial selectivity.

SUBMITTER: Lam YH 

PROVIDER: S-EPMC4105079 | biostudies-literature | 2014 Jul

REPOSITORIES: biostudies-literature