%0 Journal Article
%T Stereoselective synthesis of tetrasubstituted alkenes via a sequential carbocupration and a new sulfur¨Clithium exchange
%A Andreas Unsinn
%A Cora Dunst
%A Paul Knochel
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.248
%X We have designed a new sequential carbocupration and sulfur¨Clithium exchange that leads stereo- and regioselectively to trisubstituted alkenyllithiums. Subsequent trapping with various electrophiles yields tetrasubstituted olefins with good control of the double-bond geometry (E/Z ratio up to 99:1). The novel sulfur¨Clithium exchange could be extended to the stereoselective preparation of Z-styryl lithium derivatives with almost complete retention of the double-bond geometry.
%K alkenes
%K carbometalation
%K copper
%K regioselectivity
%K stereoselectivity
%U http://dx.doi.org/10.3762/bjoc.8.248