Institut für Organische Chemie, Universität Regensburg, Universitätsstrasse 31, D-93053 Regensburg, Germany.
Org Lett. 2010 Apr 2;12(7):1480-3. doi: 10.1021/ol100166z.
A highly efficient approach for the synthesis, application, and recycling of immobilized diarylprolinol silyl ethers was developed. The MeOPEG-supported Jørgensen-Hayashi catalyst provides unchanged reactivity and selectivity as compared to the homogeneous catalyst, as demonstrated for the Michael addition of nitromethane to alpha,beta-unsaturated aldehydes via iminium activation. In addition, the immobilization allows for a simple, column-free isolation of pure, sensitive aldehyde products and therefore may be useful for application in more complicated syntheses.
发展了一种高效的合成、应用和循环利用固定化二芳基脯氨醇硅醚的方法。MeOPEG 负载的 Jørgensen-Hayashi 催化剂与均相催化剂相比，表现出相同的反应活性和选择性，如通过亚胺活化进行的硝甲烷对α,β-不饱和醛的迈克尔加成反应所示。此外，固定化作用可以简单地、无需柱层析地分离出纯的、敏感的醛产物，因此可能对更复杂的合成有应用价值。
