Free-radical telomerization of chiral acrylamides: control of stereochemistry in additions and halogen-atom transfer

…, R Breyer, E Swann, J Nally, J Pradhan…

Index: Porter, Ned A.; Breyer, Robert; Swann, Elizabeth; Nally, James; Pradhan, Jyotsna; et al. Journal of the American Chemical Society, 1991 , vol. 113, # 18 p. 7002 - 7010

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Citation Number: 29

Abstract

Abstract: The free-radical reactions of carbon radicals substituted a to a chiral pyrrolidine amide have been studied. The pyrrolidine used was 2, 5-dimethylpyrrolidine, available as either the R, R or S, S enantiomer from D-or L-alanine, and the radicals were generated (1) by tin radical abstraction of the halogen from the 2-iodobutyramide of the pyrrolidine,(2) by decomposition of a pyrrolidine amide substituted Barton ester 4, and (3) by radical ...