Intramolecular Aminyl and Iminyl Radical Additions to α,β-Unsaturated Esters. Diastereoselective Tandem Cyclofunctionalization and Hydrogen Transfer Reactions

Abstract

[reaction: see text] 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.