Simonovich Scott P, Van Humbeck Jeffrey F, Macmillan David W C
Merck Center for Catalysis at Princeton University, Princeton, New Jersey, 08544, USA; ; Tel: +1 609 2582254.
Chem Sci. 2012;3(1):58-61. doi: 10.1039/c1sc00556a.
A new enantioselective α-oxidation of aldehydes has been accomplished using TEMPO and a synergistic combination of copper and organic catalysis. Expanding upon recently reported mechanistic studies, these mild catalytic conditions provide stable aldehyde products bearing a wide array of electronically and sterically diverse substructures. The utility of these oxidized products is highlighted by subsequent derivatization to a variety of common chiral synthons, without loss in enantiopurity.
利用TEMPO以及铜催化与有机催化的协同组合,实现了一种新型的醛对映选择性α-氧化反应。基于最近报道的机理研究,这些温和的催化条件能够提供具有多种电子和空间结构各异的稳定醛产物。这些氧化产物的实用性体现在随后可衍生化为多种常见的手性合成子,且对映体纯度无损失。