区域选择性环氧化合物的硼氢化开环反应：通过选择性 C-O 键活化。

Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, Aachen 52074, Germany.

KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia.

J Am Chem Soc. 2020 Aug 19;142(33):14286-14294. doi: 10.1021/jacs.0c05917. Epub 2020 Aug 4.

A magnesium-catalyzed regiodivergent C-O bond cleavage protocol is presented. Readily available magnesium catalysts achieve the selective hydroboration of a wide range of epoxides and oxetanes yielding secondary and tertiary alcohols in excellent yields and regioselectivities. Experimental mechanistic investigations and DFT calculations provide insight into the unexpected regiodivergence and explain the different mechanisms of the C-O bond activation and product formation.

本文提出了一种镁催化的区域选择性 C-O 键断裂反应。易得的镁催化剂能够实现各种环氧化合物和环氧乙烷的选择性硼氢化反应，以优异的收率和区域选择性得到仲醇和叔醇。实验性的机理研究和密度泛函理论（DFT）计算为这种出乎意料的区域选择性提供了深入的见解，并解释了 C-O 键活化和产物形成的不同机制。