%0 Journal Article
%T Radical zinc-atom-transfer-based carbozincation of haloalkynes with dialkylzincs
%A Fabrice Chemla
%A Florian Dulong
%A Franck Ferreira
%A Alejandro P¨¦rez-Luna
%J Beilstein Journal of Organic Chemistry
%D 2013
%I 
%R 10.3762/bjoc.9.28
%X The formation of alkylidenezinc carbenoids by 1,4-addition/carbozincation of dialkylzincs or alkyl iodides based on zinc atom radical transfer, in the presence of dimethylzinc with ¦Â-(propargyloxy)enoates having pendant iodo- and bromoalkynes, is disclosed. Formation of the carbenoid intermediate is fully stereoselective at  30 ¡ãC and arises from a formal anti-selective carbozincation reaction. Upon warming, the zinc carbenoid is stereochemically labile and isomerizes to its more stable form.
%K carbenoids
%K carbometallation
%K carbozincation
%K radicals
%K tandem reaction
%U http://dx.doi.org/10.3762/bjoc.9.28