State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Org Lett. 2014 Nov 7;16(21):5706-9. doi: 10.1021/ol502785u. Epub 2014 Oct 15.
Perhydrolysis of a range of tertiary oxetanes was achieved in synthetically useful yields under mild conditions. Different functional/protecting groups were tolerated. Similar ring-opening of secondary oxetanes, which had been unfeasible to date, was also realized with ease. With the aid of optically active substrates the perhydrolysis was shown to proceed with significant stereoselectivity.
在温和的条件下,一系列叔环氧化合物在合成上有用的产率下发生了过水解。不同的官能团/保护基都可以被容忍。目前难以实现的仲环氧化合物的类似开环也很容易实现。借助光学活性底物,过水解被证明具有显著的立体选择性。