Wu Haijian, Hong Peng, Xi Wenxue, Li Jinshan
Advanced Research Institute and Department of Chemistry, Taizhou University, Jiaojiang, Zhejiang 318000, P. R. China.
Org Lett. 2022 Apr 8;24(13):2488-2493. doi: 10.1021/acs.orglett.2c00550. Epub 2022 Mar 28.
A new efficient formal [2 + 3] cyclization of -hydroxybenzyl alcohols with difluoroenoxysilanes has been established. This convenient one-pot sequential procedure enables the divergent construction of highly functionalized -difluorinated oxa-spirocyclohexadienones under mild conditions. As opposed to the common C1 synthons in previous studies, difluoroenoxysilanes acted as new 3-atom (CCO) synthons for the first time here. The AcOH and HO generated in the reaction are critical for the reactions to proceed smoothly.
已建立了一种新的高效的α-羟基苄醇与二氟烯氧基硅烷的形式[2 + 3]环化反应。这种便捷的一锅法连续程序能够在温和条件下以发散方式构建高度官能化的α-二氟代氧杂螺环己二烯酮。与先前研究中的常见C1合成子不同,二氟烯氧基硅烷在此首次作为新的三原子(CCO)合成子。反应中生成的乙酸和水对于反应顺利进行至关重要。