857062-51-2Relevant academic research and scientific papers
Optically Active Flavaglines-Inspired Molecules by a Palladium-Catalyzed Decarboxylative Dearomative Asymmetric Allylic Alkylation
Cao, Meng-Yue,Gan, Kang-Ji,Gao, Wei,Hong, Xin,Huang, Yu-Hao,Lao, Zhi-Qi,Liu, Juan,Lu, Hai-Hua,Ma, Bin-Jie,Wang, Hongliang,Wang, Huaimin,Wang, Jing,Xing, Kuan
supporting information, p. 12039 - 12045 (2020/08/06)
With the aid of a class of newly discovered Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the Pd-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved with high efficiency [0.2-1.0 mol% Pd2(dba)3/L], good generality, and high enantioselectivity (>30 examples, 82-99% yield and 90-96% ee). Moreover, a diversity-oriented synthesis (DOS) of previously unreachable flavaglines is disclosed. It features a reliable and scalable sequence of the freshly developed Tsuji-Trost-Stoltz AAA, a Wacker-Grubbs-Stoltz oxidation, an intra-benzoin condensation, and a conjugate addition, which allows the efficient construction of the challenging and compact cyclopenta[b]benzofuran scaffold with contiguous stereocenters. This strategy offers a new avenue for developing flavagline-based drugs.
Palladium catalysed arylation of 6,8-dimethoxybenzofuranone
Souna Sido, Abdelkarim Sani,Boulenger, Lo?c,Désaubry, Laurent
, p. 8017 - 8018 (2007/10/03)
6,8-Dimethoxybenzofuranone was arylated in the presence of a palladacycle catalyst and p-methoxyphenol to afford precursors of anti-cancer and anti-inflammatory drugs.
