Carbon tether rigidity as a stereochemical tool directing intramolecular radical cyclizations

The phenyl group incorporated into a carbon tether provides for the synthesis of 1,5-cyclodecadiynes with 95–100% d,l-diastereoselectivity due to intrinsic conformational constraints and preorganization of the Co2(CO)6-complexed propargyl intermediates.

The phenyl group incorporated into a carbon tether provides for the synthesis of 1,5-cyclodecadiynes with 95–100% d,l-diastereoselectivity due to intrinsic conformational constraints and preorganization of the Co2(CO)6-complexed propargyl intermediates.Figure optionsDownload as PowerPoint slide