科研之友
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摘要
Proline-catalysed reactions between a-branched aldehydes and sulfonyl azides provide scalemic configurationally stabilised alpha-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 diastereoselective cycloaddition of the azide to an enamine formed in situ. The products obtained in the reaction can be converted into the corresponding unnatural amino acids in two additional steps.
- 出版日期2006-11-27
