Institute of Chemistry, Humboldt-University, Brook-Taylor Sr. 2, 12489 Berlin, Germany.
Org Lett. 2012 Apr 20;14(8):2180-3. doi: 10.1021/ol300754n. Epub 2012 Apr 10.
Isoleucine-catalyzed direct enantioselective aldol additions between enolizable aldehydes are reported. Intermediate acetal structures dictate the configurative outcome and were supported by a hydrogen bond. This direct isoleucine-catalyzed aldol addition represents a welcome complement to both proline- and histidine-catalyzed aldol additions of enolizable aldehydes.
本文报道了手性亚氨基酸催化的烯醇醛的对映选择性直接 aldol 加成反应。中间体缩醛结构决定了产物的构型,并通过氢键得到稳定。这种手性亚氨基酸催化的 aldol 加成反应是脯氨酸和组氨酸催化的烯醇醛 aldol 加成反应的有益补充。