title: Stereoselection at the steady state in radical cyclizations of acyclic systems containing one radical acceptor and two precursors in a 1,5-relationship under pseudo-first-order conditions.
abstract: The first example of a successive kinetic resolution of acyclic diastereomeric radical intermediates in a 1,5-relationship under pseudo-first-order conditions is reported. A mechanistic model involves nonselective generation of the radical intermediates followed by different partitioning of these between two different chemical pathways. The "2,5-cis" selectivity in the radical cyclization step arises from transition geometries with the substituents aligned in pseudoequatorial positions.
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors.forename: Robert
authors.initials: R
authors.lastname: Andrukiewicz
authors.forename: Piotr
authors.initials: P
authors.lastname: Cmoch
authors.forename: Anna
authors.initials: A
authors.lastname: Gaweł
authors.forename: Krzysztof
authors.initials: K
authors.lastname: Staliński