From Center-to-Multilayer Chirality: Asymmetric Synthesis of Multilayer Targets with Electron-Rich Bridges
Yao Tang, Guanzhao Wu, Shengzhou Jin, Yangxue Liu, Liulei Ma, Sai Zhang, Hossein Rouh, Ahmed I. M. Ali, Jia‐Yin Wang, Ting Xu, Daniel K. Unruh, Kazimierz Surowiec, Guigen Li
Abstract
Asymmetric synthesis of new atropisomerically multilayered chiral targets has been achieved by taking advantage of the strategy of center-to-multilayer chirality and double Suzuki–Miyaura couplings. Diastereomers were readily separated via flash column chromatography and well characterized. Absolute configuration assignment was determined by X-ray structural analysis. Five enantiomerically pure isomers possessing multilayer chirality were assembled utilizing anchors involving electron-rich aromatic connections. An overall yield of 0.69% of the final target with hydroxyl attachment was achieved over 11 steps from commercially available starting materials.