Organocatalytic conversion of arylglyoxals into optically active mandelic acid derivatives

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• 作者：Ellen Schmitt ; Ingo Schiffers ; Carsten Bolm
• 刊名：Tetrahedron Letters
• 出版年：2009
• 出版时间：1 July 2009
• 年：2009
• 卷：50
• 期：26
• 页码：3185-3188
• 全文大小：342 K

文摘

A novel protocol for the organocatalytic conversion of arylglyoxals into the corresponding α-hydroxy arylacetic acid methyl esters has been developed. The catalyst consists of a combination of a commercially available cinchona alkaloid derivative and an achiral thiol and leads to enantiomerically enriched products (ee_max 83 % ) under mild reaction conditions. The alkaloid can be easily recovered and reused without loss in activity and selectivity.