Bimorpholine-mediated enantioselective intramolecular and intermolecular aldol condensation
Bimorpholine-mediated enantioselective intramolecular and intermolecular aldol condensation
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DOI：
10.1021/jo070524i
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发表时间：
2007-07-06
影响因子：
3.6
通讯作者：
Lopp, Margus
中科院分区：
文献类型：
--
作者：
Kanger, Tonis;Kriis, Kadri;Lopp, Margus
N-取代双吗啉衍生物的单盐是分子内和分子间羟醛缩合反应的有效有机催化剂。催化剂的性质可以通过选择用于盐形成的合适的酸或通过改变氮原子上的取代基来调节。在羟醛缩合反应中，异丙基取代双吗啉是最具立体选择性的催化剂，产物收率高，对映选择性高达95%ee。
Monosalts of N-substituted bimorpholine derivatives are efficient organocatalysts in intramolecular and intermolecular aldol reactions. The properties of the catalysts can be tuned either by the selection of an appropriate acid for the salt formation or by the change of a substituent at the nitrogen atom. In aldol condensation, i-Pr-substituted bimorpholine is the most stereoselective catalyst affording products in high yield with enantioselectivities up to 95% ee.