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

作者: Henning Vogt , Thomas Baumann , Martin Nieger , Stefan Bräse

DOI: 10.1002/EJOC.200600587

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摘要: 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 can also be carried out in a one-pot fashion, catalyst, aldehyde, chloride sodium azide. proposed mechanism differs fundamentally from the mechanistic model usually ascribed enamine catalysis, containing as key step diastereoselective cycloaddition azide an formed situ. obtained reaction converted into corresponding unnatural amino acids two additional steps.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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