Institute for Chemical and Biochemical Engineering, Department of Chemistry and Applied Biosciences, ETH-Zurich, Hönggerberg, HCI , Vladimir Prelog Weg 1, CH-8093 Zurich, Switzerland.
Chem Rev. 2017 Sep 13;117(17):11522-11569. doi: 10.1021/acs.chemrev.7b00272. Epub 2017 Sep 5.
The ease of separation, simple regeneration, and the usually high stability of solid catalysts facilitating continuous production processes have stimulated the development of heterogeneous asymmetric hydrogenation catalysis. The simplest and so far most promising strategy to induce enantioselectivity to solid metal catalysts is their modification by chiral organic compounds, as most prominently represented by the cinchona-modified Pt and Pd catalysts for the asymmetric hydrogenation of activated C═O and C═C bonds. In this Review, we provide a systematic account of the research accomplished in the past decade on noble metal-based heterogeneous asymmetric hydrogenation of prochiral C═O and C═C bonds, including all important facets of these catalytic systems. The advances made are critically analyzed, and future research challenges are identified.
固体催化剂易于分离、可简单再生且通常具有较高的稳定性,这促进了连续生产工艺中多相不对称氢化催化的发展。在固体金属催化剂中诱导对映选择性的最简单且迄今为止最有前途的策略是用手性有机化合物对其进行修饰,最突出的例子是金鸡纳碱修饰的 Pt 和 Pd 催化剂,用于对活性 C═O 和 C═C 键的不对称氢化。在这篇综述中,我们系统地介绍了过去十年中在贵金属基的前手性 C═O 和 C═C 键的多相不对称氢化方面所取得的研究成果,包括这些催化体系的所有重要方面。我们批判性地分析了所取得的进展,并确定了未来的研究挑战。