Hui Peng, Wenkun Luo, Huanfeng Jiang
Sep 21, 2018
Citations
0
Influential Citations
5
Citations
Journal
The Journal of organic chemistry
Abstract
Herein, we report a one-pot protocol for the synthesis of dispiroacetals 4 bearing a cyclobutane motif via tandem Achmatowicz rearrangement and acetalization of 1-[5-(hydroxyalkyl)-furan-2-yl]-cyclobutanols 3 with m-CPBA as the oxidant and AgSbF6 as an additive to promote the cyclization step in an aqueous medium. Dispiroacetals 4 could subsequently undergo Lewis acid-catalyzed ring expansion and skeletal rearrangement to afford 6,7-dihydro-5 H-benzofuran-4-ones 5.