%0 Journal Article
%T Asymmetric total synthesis of smyrindiol employing an organocatalytic aldol key step
%A Dieter Enders
%A Jeanne Fronert
%A Tom Bisschops
%A Florian Boeck
%J Beilstein Journal of Organic Chemistry
%D 2012
%I 
%R 10.3762/bjoc.8.123
%X The first organocatalytic asymmetric synthesis of smyrindiol, by using an (S)-proline catalyzed enantioselective intramolecular aldol reaction as the key step, is described. Smyrindiol was synthesized from commercially available 2,4-dihydroxybenzaldehyde in 15 steps, with excellent stereoselectivity (de = 99%, ee = 99%). In the course of this total synthesis a new and mild coumarin assembly was developed.
%K aldol reaction
%K asymmetric synthesis
%K organocatalysis
%K proline
%K smyrindiol
%U http://dx.doi.org/10.3762/bjoc.8.123