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Pure Appl. Chem., 2013, Vol. 85, No. 4, pp. 701-720

Published online 2012-10-12

Use of sulfur fragments for the synthesis of nitrogen heterocycles

Albert Padwa

Department of Chemistry, Emory University, Atlanta, GA 30322, USA

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.