Enantioselective synthesis of a taxol C ring

Abstract

An enantioselective synthesis of a C ring of taxol has been accomplished. The key step is an oxidative cleavage of a derivative of the Wieland-Miescher ketone. A first attempt of a Shapiro reaction modelling the coupling of the C ring with the A fragment of taxol was also successful. © 2011 Institute of Organic Chemistry and Biochemistry.