NHC-Catalyzed Chemo- and Enantioselective Reaction between Aldehydes and Enals for Access to Axially Chiral Arylaldehydes
Zhiguo Zheng, Qian Liu, Xiaolin Peng, Zhichao Jin, Jian Wu
Abstract
A chiral carbene-catalyzed chemo- and enantioselective reaction with racemic biaryl aldehydes and α-bromoenals is developed for access to axially chiral 2-arylbenzaldehydes through atroposelective dynamic kinetic resolution (DKR) processes. This atroposelective DKR strategy can tolerate a broad scope of substrates with diverse functionalities. The axially chiral 2-aryl benzaldehyde products generally afford moderate to good yields and enantioselectivities. The axially chiral molecules afforded from the current approach are variable through simple transformations to afford axially chiral functional molecules with excellent optical purities.
Topics & Concepts
ChemistryKinetic resolutionEnantioselective synthesisAxial symmetryCatalysisArylCombinatorial chemistryCarbeneBenzaldehydeOrganic chemistryEngineeringAlkylStructural engineeringAxial and Atropisomeric Chirality SynthesisN-Heterocyclic Carbenes in Organic and Inorganic ChemistrySynthetic Organic Chemistry Methods