200808-17-9Relevant articles and documents
Stereoselectivity control in reactions of tertiary 2-oxacycloalkyl radicals
Gerster,Renaud
, p. 1261 - 1267 (2007/10/03)
The stereochemical outcome of reactions mediated by tertiary 1,3-dioxolan-4-yl and oxiranyl cyclic radicals has been investigated. The presence of a very bulky substituent next to the radical center has a remarkable syn directing effect. These stereoselectivities are rationalized by a model which takes into account radical pyramidalization, steric interactions between the substituents attached to the cycle and steric interactions with the incoming radical trap.