Bo Zheng, Hui-Ya Qu, Tian-Zhuo Meng, Xia Lu, Jie Zheng, Yun-Gang He, Qi-Qi Fan and Xiao-Xin Shi
RSC Adv., 2018,8, 28997-29007
DOI:
10.1039/C8RA05338C,
Paper
Novel total syntheses of oxoaporphine alkaloids such as liriodenine, dicentrinone, cassameridine, lysicamine, oxoglaucine and O-methylmoschatoline were developed. The key step of these total syntheses is Cu-catalyzed conversion of 1-benzyl-3,4-dihydro-isoquinolines (1-Bn-DHIQs) to 1-benzoyl-isoquinolines (1-Bz-IQs) via tandem oxidation/aromatization. This novel Cu-catalyzed conversion has been studied in detail, and was successfully used for constructing the 1-Bz-IQ core.