Institute of Organic Chemistry, Gottfried-Wilhelm-Leibniz University of Hannover , D-30167 Hannover, Germany.
Org Lett. 2012 Jul 20;14(14):3780-3. doi: 10.1021/ol3015896. Epub 2012 Jul 10.
Highly efficient pseudo-enantiomeric olefin ligands were designed from D-glucose and D-galactose. These ligands yield consistently excellent levels of enantioselectivity in Rh(I)-catalyzed 1,4-additions of aryl- and alkenylboronic acids to achiral enones and high diastereoselectivity with chiral substrates. Contrary to established olefin ligands, they are obtained enantiomerically pure via short syntheses without racemic resolution steps, making them a valuable addition to the arsenal of chiral ligands with olefinic donor sites.
高效的假对映异构烯烃配体由 D-葡萄糖和 D-半乳糖设计而成。这些配体在 Rh(I)催化的芳基和烯基硼酸对非手性烯酮的 1,4-加成反应中以及手性底物的高非对映选择性反应中，始终表现出优异的对映选择性。与已建立的烯烃配体不同，它们可以通过短的合成路线获得手性纯，而无需外消旋拆分步骤，这使它们成为具有烯烃供体位点的手性配体库的有价值的补充。
