Using a polymer-supported phosphine-mediated intramolecular aza-Wittig
reaction in a key step of a reaction sequence a diverse library
of benzodiazepine-quinazolinone alkaloids (Circumdatins) has been
prepared using a novel modified Eguchi protocol. The multi-arrayed
library generation strategy commenced from readily accessible benzodiazepinedione
derivatives (and anthranilic acids) and all library members were
purified by reverse phase preparative HPLC.
aza-Wittig reaction - polymer supported triphenylphosphine - natural product libraries - privileged scaffolds