Liu Yanyao, Ni Dongshun, Stevenson Bernard G, Tripathy Vikrant, Braley Sarah E, Raghavachari Krishnan, Swierk John R, Brown M Kevin
Department of Chemistry, Indiana University, 800 E. Kirkwood Ave., Bloomington, IN 47401, USA.
Department of Chemistry, Binghamton University, 4400 Vestal Parkway East, Binghamton, NY 13902, USA.
Angew Chem Int Ed Engl. 2022 Jun 20;61(25):e202200725. doi: 10.1002/anie.202200725. Epub 2022 Apr 21.
A new strategy for the synthesis of highly versatile cyclobutylboronates via the photosensitized [2+2]-cycloaddition of alkenylboronates and alkenes is presented. The process is mechanistically different from other processes in that energy transfer occurs with the alkenylboronate as opposed to the other alkene. This strategy allows for the synthesis of an array of diverse cyclobutylboronates. The conversion of these adducts to other compounds as well as their utility in the synthesis of melicodenine C is demonstrated.
本文提出了一种通过烯基硼酸酯与烯烃的光敏[2+2]环加成反应合成高度通用的环丁基硼酸酯的新策略。该过程在机理上与其他过程不同，因为能量转移发生在烯基硼酸酯上，而不是另一种烯烃上。这种策略能够合成一系列不同的环丁基硼酸酯。还展示了这些加合物向其他化合物的转化及其在美里可定C合成中的应用。
