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Synthesis of Enantiopure Sulfonimidamides and Elucidation of Their Absolute Configuration by Comparison of Measured and Calculated CD Spectra and X‐Ray Crystal Structure Determination
Authors:Christin Worch  Iuliana Atodiresei Dr  Gerhard Raabe Prof Dr  Carsten Bolm Prof Dr
Institution:Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen (Germany), Fax: (+49)?241‐8092391
Abstract:Straightforward syntheses of enantiopure N‐benzoyl‐ and Ntert‐butyloxycarbonyl‐protected sulfonimidamides, which can be used as building blocks in newly designed catalysts, are presented. Key synthetic step is a dynamic resolution of a racemic sulfinic acid sodium salt. All subsequent transformations proceed stereospecifically. The absolute configurations at the sulfur atoms of both sulfonimidamides were determined by comparison of measured and calculated CD spectra. An X‐ray crystal structure determination of a sulfonimidoylguanidine derivative confirmed this result.
Keywords:absolute configuration  circular dichroism  resolution  sulfonimidamide
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