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Stereoselectivity in amidyl radical cyclisations. Acyl mode cyclisations.



Amidyl radicals generated from tributylstannane mediated homolysis of O-benzoyl hydroxamic acid derivatives undergo 5-exo cyclisation to give mixtures of cis and trans pyrrolidinones. While the steric nature of the nitrogen substituents investigated had little effect on the diastereoselectivity of the process they did effect the relative rate of the cyclisation reactions. The major products could be predicted by application of the "Beckwith rule". (C) 1998 Elsevier Science Ltd. All rights reserved

Topics: QD
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