Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
J Am Chem Soc. 2016 May 25;138(20):6372-5. doi: 10.1021/jacs.6b02653. Epub 2016 May 11.
A tandem olefin metathesis/oxidative cyclization has been developed to synthesize 2,5-disubstituted tetrahydrofuran (THF) diols in a stereocontrolled fashion from simple olefin precursors. The ruthenium metathesis catalyst is converted into an oxidation catalyst in the second step and is thus responsible for both catalytic steps. The stereochemistry of the 1,5-diene intermediate can be controlled through the choice of catalyst and the type of metathesis conducted. This olefin stereochemistry then controls the THF diol stereochemistry through a highly stereospecific oxidative cyclization.
已开发出一种串联烯烃复分解/氧化环化反应，可从简单的烯烃前体以立体控制的方式合成 2,5-二取代四氢呋喃 (THF) 二醇。第二步中，钌复分解催化剂转化为氧化催化剂，因此负责两个催化步骤。通过选择催化剂和进行的复分解类型，可以控制 1,5-二烯中间体的立体化学。这种烯烃立体化学通过高度立体特异性的氧化环化反应控制 THF 二醇的立体化学。
