Synthetic use of the primary kinetic isotope effect in hydrogen atom transfer: generation of α-aminoalkyl radicals.
Organic and Biomolecular Chemistry
Royal Society of Chemistry
The extent to which deuterium can act as a protecting group to prevent unwanted 1,5-hydrogen atom transfer to aryl and vinyl radical intermediates was examined in the context of the generation of α-aminoalkyl radicals in a pyrrolidine ring. Intra- and intermolecular radical trapping following hydrogen atom transfer provides an illustration of the use of the primary kinetic isotope effect in directing the outcome of synthetic C-C bond-forming processes.
addresses: School of Biosciences, University of Exeter, Geoffrey Pope Building, Stocker Road, Exeter, UKEX4 4QD. email@example.com
types: Journal Article; Research Support, Non-U.S. Gov't
Copyright © 2010 Royal Society of Chemistry
Organic and Biomolecular Chemistry, 2010, Vol. 8, Issue 20, pp. 4653 - 4665
Place of publication