Atroposelective Construction of Nine‐Membered Carbonate‐Bridged Biaryls
Shiqi Jia, Yuhong Tian, Xin Li, Pengfei Wang, Yu Lan, Hailong Yan
Abstract
We herein demonstrated an efficient method for the atroposelective construction of nine-membered carbonate-bridged biaryls through vinylidene ortho-quinone methide (VQM) intermediates. Diverse products with desirable pharmacological features were synthesized in satisfying yields and good to excellent enantioselectivities. In subsequent bioassays, several agents showed considerable antiproliferative activity via the mitochondrial-related apoptosis mechanism. Further transformations produced more structural diversity and may inspire new ideas for developing functional molecules.
Topics & Concepts
ChemistryCombinatorial chemistryCarbonateMoleculeStereochemistryOrganic chemistryAxial and Atropisomeric Chirality SynthesisSynthesis of Indole DerivativesAlkaloids: synthesis and pharmacology