The organoborane-catalyzed reductive carbocyclization of homoallylic alcohols has been developed by using hydrosilanes as reducing reagents to provide a range of 1,2-disubstituted arylcyclobutanes. The reaction proceeds in a cis-selective manner with high efficiency under mild conditions. Mechanistic studies, including deuterium scrambling and Hammett studies, and DFT calculations, suggest a dual ring-closing pathway.
|Number of pages||5|
|Journal||Angewandte Chemie - International Edition|
|State||Published - 1 Mar 2018|
- homoallylic alcohols
- neighboring-group effects