Use of sulfur fragments for the synthesis of nitrogen heterocycles

Abstract

This contribution contains a representative sampling from the Padwa laboratory of the conjugate addition of oximes with 2,3-bis(phenylsulfonyl)-1,3-butadiene followed by a subsequent dipolar cycloaddition cascade to produce a variety of alkaloids. The resulting cycloadducts are cleaved reductively to provide azapolycyclic scaffolds with strategically placed functionality for further manipulation of the target compounds.