Direct Asymmetric α??Sulfamidation of α??Branched Aldehydes: A Novel Approach to Enamine Catalysis

…, T Baumann, M Nieger, S Braese

Index: Vogt, Henning; Baumann, Thomas; Nieger, Martin; Braese, Stefan European Journal of Organic Chemistry, 2006 , # 23 p. 5315 - 5338

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Citation Number: 17

Abstract

Abstract Proline-catalysed reactions between α-branched aldehydes and sulfonyl azides provide scalemic configurationally stabilised α-sulfamidated products with ee values of up to 86%. The reactions can also be carried out in a one-pot fashion, with catalyst, aldehyde, sulfonyl chloride and sodium azide. The proposed mechanism differs fundamentally from the mechanistic model usually ascribed to enamine catalysis, containing as a key step the ...