Direct Synthesis of a Dioxabenzobicyclo[3.2.1]octane Core from Salicylaldehydes

作者：Zhu, Haiyong; Chen, Chao; Li, Dan; Wang, Pengxin; Wang, Yuan; Bai, Lutao; Yang, Dongxu^*; Wang, Linqing^*

来源：Journal of Organic Chemistry, 2018, 83(20): 12897-12902.

DOI：10.1021/acs.joc.8b01873

• INTRAMOLECULAR 4+2 CYCLOADDITION
• STEREOSELECTIVE-SYNTHESIS
• PRINS CYCLIZATION
• DERIVATIVES
• SYSTEM

A copper(II) trifluoromethanesulfonate via Prins reaction between salicylaldehydes and allyl alcohols is realized under mild conditions. A series of compounds containing dioxabenzobicyclo[3.2.1]octane motifs are obtained in moderate to good yields. The current method can efficiently construct the valuable structural motif from easily accessed starting materials, providing a smooth method to build benzobicyclo skeletons.

• 出版日期2018-10-19
• 单位北京大学; 兰州大学; 北京大学深圳研究生院