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Mechanism of hydrogen atom transfer in the photolytic rearrangement of N-bromophenylalaninamide derivatives

Easton, Christopher; Merrett, Martin; Razzino, Pasquale


Photolysis of N-bromo-N-tert-butyl-Na-phthaloylphenylalaninamide gave a 1:1 mixture of the diastereomers of 3-bromo-N-tert-butyl-Na-phthaloylphenylalaninamide. Reactions carried out with various concentrations of the N-bromoamide, and in the presence of 4-tert-butyltoluene, showed that the ratio of the product bromophenylalanine derivatives to 4-tert-butylbenzyl bromide varied as a function of the concentration of the N-bromoamide, indicating that the bromophenylalanine derivatives are formed...[Show more]

CollectionsANU Research Publications
Date published: 2000
Type: Journal article
Source: Journal of the Chemical Society, Perkin Transactions 2


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