Advances in the vinylogous Mukaiyama aldol reaction and its application to the synthesis of the C1C7 subunit of oleandolide

The synthesis of a stereo pentade of the macrolide antibiotic oleandolide is reported. The C1C7 fragment resembles the analogous segment of Panekʹs total synthesis of oleandolide. The use of the vinylogous Mukaiyama aldol reaction shortens the route significantly and has the advantage of utilizing an easily accessible ketene acetal.