Abstract

Radical-mediated cyclization of norephedrine derived α-iodoamides 1 was found to be highly stereoselective (≥97:3) favouring diastereoisomer 2. Bicyclic lactams 2 were transformed in high yields into enantiomerically pure pyrrolidines 10. Transition state modelling with a force developed ad hoc nicely predicts the stereochemical results.

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