Stereodivergent synthesis <i>via</i> iridium-catalyzed asymmetric double allylic alkylation of cyanoacetate
Chong Shen, Xiang Cheng, Liang Wei, Ruo‐Qing Wang, Chun‐Jiang Wang
Abstract
-dynamic kinetic resolution of the initially formed diastereomeric monoallylation intermediates. Notably, stereodivergence for this sequential process depending on a single iridium catalyst was successfully realized, and up to six stereoisomers could be predictably prepared by combining the appropriate enantiomer of the chiral ligand for the iridium catalyst and adjusting the adding sequence of two distinct allylic precursors.
Topics & Concepts
IridiumAlkylationCatalysisTsuji–Trost reactionChemistryAllylic rearrangementEthyl cyanoacetateCombinatorial chemistryEnantioselective synthesisOrganic chemistryMalononitrileAsymmetric Synthesis and CatalysisChemical Synthesis and AnalysisAsymmetric Hydrogenation and Catalysis