Effect of additives on the proline-catalyzed ketone-aldehyde aldol reactions
Effect of additives on the proline-catalyzed ketone-aldehyde aldol reactions
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DOI：
10.1016/j.tet.2005.09.070
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发表时间：
2006-01-09
期刊：
影响因子：
2.1
通讯作者：
Kaavi, JA
中科院分区：
文献类型：
--
作者：
Pihko, PM;Laurikainen, KM;Kaavi, JA
研究了碱、酸和水作为添加剂在脯氨酸催化的酮醛羟醛反应中的作用。虽然该反应似乎对少量叔胺碱或弱酸相对耐受，但在强酸下则完全停止。使用水作为添加剂对于以化学计量比的酮与醛进行的反应具有非常有益的效果，尤其是环酮。这使得可以有效地使用更珍贵的酮（例如 4-噻酮）作为直接对映选择性羟醛的供体，并有利于纯化。 (c) 2005 Elsevier Ltd. 保留所有权利。
The effect of bases, acids, and water as additives in profine-catalyzed ketone-aldehyde aldol reactions has been studied. While the reaction appears to be relatively tolerant to small amounts of tertiary amine bases or weak acids, it stops completely with strong acids. The use of water as an additive had a highly beneficial effect on reactions that were conducted with a stoichiometric ratio of ketone to aldehyde, especially with cyclic ketones. This allows the efficient use of more precious ketones such as 4-thianone as donors in the direct enantioselective aldol and facilitates purification. (c) 2005 Elsevier Ltd. All rights reserved.