4.8 Article

Intramolecular aminyl and iminyl radical additions to α,β-unsaturated esters.: Diastereoselective tandem cyclofunctionalization and hydrogen transfer reactions

Journal

ORGANIC LETTERS
Volume 3, Issue 15, Pages 2293-2296

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0160809

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[GRAPHICS] A tandem process featuring intramolecular aminyl radical cyclofunctionalization and hydrogen transfer affords 2,3-trans-disubstituted pyrrolidines with anti or syn diastereoselectivity. The extension of this strategy to iminyl radicals gives trans-anti pyrrolenines with high levels of 1,2-induction in both steps of the tandem process.

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