Litcius/Paper detail

Atroposelective Construction of Nine‐Membered Carbonate‐Bridged Biaryls

Shiqi Jia, Yuhong Tian, Xin Li, Pengfei Wang, Yu Lan, Hailong Yan

2022Angewandte Chemie International Edition68 citationsDOI

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
Atroposelective Construction of Nine‐Membered Carbonate‐Bridged Biaryls | Litcius