AUTHOR=Jin Shengzhou , Wang Jia-Ying , Tang Yao , Rouh Hossein , Zhang Sai , Xu Ting , Wang Yu , Yuan Qingkai , Chen Daixiang , Unruh Daniel , Li Guigen 

TITLE=Central-to-Folding Chirality Control: Asymmetric Synthesis of Multilayer 3D Targets With Electron-Deficient Bridges

JOURNAL=Frontiers in Chemistry

VOLUME=Volume 10 - 2022

YEAR=2022

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2022.860398

DOI=10.3389/fchem.2022.860398

ISSN=2296-2646

ABSTRACT=New multi-layer 3D chiral molecules have been designed and synthesized asymmetrically through the strategy of center-to-multilayer folding chirality control and double Suzuki-Miyaura couplings. Individual diastereoismers were readily obtained and separated via flash column chromatography. The key diastereoisomer was further converted into corresponding enantiomers. These enantiomers possess electron-deficient aromatic bridges layered by top and bottom aromatic scaffolds. X-ray structural analysis has unambiguously confirmed the configuration, and intermolecular packing results in regular planar patterns in solid crystals. An overall yield (0.19%) was achieved in a total of ten-step synthesis starting from commercially available starting materials.