Mossé Sarah, Laars Marju, Kriis Kadri, Kanger Tõnis, Alexakis Alexandre
Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, CH-1211 Geneva 4, Switzerland.
Org Lett. 2006 Jun 8;8(12):2559-62. doi: 10.1021/ol0607490.
New N-alkyl-3,3'-bimorpholine derivatives (iPBM) were revealed to be efficient organocatalysts for the asymmetric direct Michael addition of aldehydes to nitroolefins and a vinyl sulfone. In these transformations using iPBM, 1,4-adducts were afforded in high yields, with good to high levels of diastereo- and enantioselectivity. The stereochemical outcome of the reaction could be explained by an acyclic synclinal model. [reaction: see text]
新型N-烷基-3,3'-双吗啉衍生物（iPBM）被发现是醛与硝基烯烃及乙烯基砜不对称直接迈克尔加成反应的高效有机催化剂。在使用iPBM的这些转化反应中，1,4-加成产物以高产率得到，具有良好至高的非对映和对映选择性。该反应的立体化学结果可用非环顺错模型来解释。[反应：见正文]
