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Nucleophilic Additions to 10-Isobornylsulfinimines
1  Institute of Organic Chemistry, Polish Academy of Sciences, ul. Kasprzaka 44, 01-224 Warsaw, Poland

Abstract: Optically active sulfinimines proved to be versatile chiral auxiliares in the synthesis of amino-compounds. In this presentation new camphor derived sulfinimine is described, as well as its reactions with some nucleophiles. Lewis acid catalyzed additions of ketene silyl acetal to sulfinimine is presented and hetero Diels-Alder reaction with Brassard's diene. As opposed to majority of sulfur containing chiral auxiliares, title compound may be recycled without loss of optical purity.
Keywords: sulfinimines, sulfinamides, nucleophilic addition, asymmetric synthesis, Diels-Alder reaction.