@article{pittir22253, volume = {91}, number = {1}, month = {January}, author = {A Sasmal and T Taniguchi and P Wipf and DP Curran}, title = {Memory of chirality in rebound cyclizations of {\ensuremath{\alpha}}-amide radicals}, journal = {Canadian Journal of Chemistry}, pages = {1 -- 5}, year = {2013}, url = {http://d-scholarship-dev.library.pitt.edu/22253/}, abstract = {Reduction of (S)-N-(2-bromoallyl)-N-(tert-butyl)-2-methyl-3- phenylpropanamide with tributyltin hydride provides (3S,4S)-3-benzyl-1-(tert- butyl)-3,4-dimethylpyrrolidin-2-one with about 80\% retention of chirality at the stereocenter adjacent to the amide carbonyl group. This memory of chirality is suggested to occur by transfer of chirality from a stereocenter to an axis, then from the axis back to a new stereocenter. {\copyright} 2012 Published by NRC Research Press.} }