Copper-Catalyzed Remote Asymmetric Yne-Allylic Substitution of Yne-Allylic Esters with Anthrones
Tao‐Yan Lin, Meng‐Die Li, Rui Wang, Xinru Wang
Abstract
Anthrones are key structural motifs in many natural products and pharmaceutical chemicals. However, due to its unique tricyclic aromatic structure, the synthetic space for the development of chiral anthrone derivatives is largely limited. By utilizing the potential of the copper-catalyzed remote asymmetric yne-allylic substitution reaction, we describe the first example of copper-catalyzed highly regio- and enantioselective remote yne-allylic substitution on various yne-allylic esters with anthrones under a mild reaction condition, which afforded a range of enantioenriched 1,3-enynes with exhibiting broad functional group tolerance across 51 examples.
Topics & Concepts
Allylic rearrangementChemistrySubstitution (logic)CatalysisCopperOrganic chemistrySubstitution reactionMedicinal chemistryProgramming languageComputer scienceAsymmetric Synthesis and CatalysisAxial and Atropisomeric Chirality SynthesisCatalytic C–H Functionalization Methods