Heterocyclic Compounds
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ChemInform Abstract: Diastereoselective 5-exo-trig Radical Cyclization on N-Acryloyl- tetrahydro-1,3-oxazines. A Novel Approach to Enantiopure 3-Substituted Pyrrolidines.
First published: 04 August 2010
Abstract
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ChemInform Abstract
Treatment of the phenylselenoylmethyl oxazine (I) with tributyltin hydride under radical conditions generates a carbon-centered radical which undergoes diastereoselective 5-exo-trig cyclization to the five- membered lactam (II), which is readily converted to enantiopure 3- methyl pyrrolidines (III).
