Radical‐Polar Crossover Domino Reaction Involving Alkynes: A Stereoselective Zinc Atom Radical Transfer

Abstract

Go triple! A new domino 1,4-addition/alkyne carbozincation has been developed with dialkylzinc reagents (see scheme). This radical-polar crossover sequence involves a novel stereoselective radical zinc atom transfer that leads to a vinyl zinc species that can be reacted with electrophiles, thus offering a new multicomponent approach to polysubstituted alkylidene tetrahydrofurans. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2111/2008/z801451_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.