Plietker Bernd, Niggemann Meike, Pollrich Anja
Organische Chemie II, Fachbereich Chemie, Universitat Dortmund, Otto-Hahn-Str. 6, D-44221 Dortmund, Germany.
Org Biomol Chem. 2004 Apr 21;2(8):1116-24. doi: 10.1039/b316546a. Epub 2004 Mar 24.
Recently, we discovered a significant rate acceleration in RuO4-catalysed dihydroxylations of olefins by addition of Bronsted-acids resulting in a reduction of the catalyst loading to only 0.5 mol%. The present paper gives a full account on the optimisation protocol that led to the discovery of the beneficial influence of protic acids. A strong focus is set on the detailed description of the influence of different reaction parameters on both reactivity and selectivity. In the second part an intense investigation of scope and limitations will be presented. The results provided in this manuscript might lead to a deeper understanding of competing processes that influence the selectivity in RuO4-catalysed dihydroxylations.
最近,我们发现通过添加布朗斯特酸,RuO₄催化的烯烃双羟基化反应速率显著加快,从而使催化剂负载量降至仅0.5 mol%。本文全面阐述了导致发现质子酸有益影响的优化方案。重点是详细描述不同反应参数对反应活性和选择性的影响。第二部分将深入研究适用范围和局限性。本手稿提供的结果可能会使人们更深入地理解影响RuO₄催化双羟基化反应选择性的竞争过程。