Pd(0)-Catalyzed Diastereo- and Enantioselective Intermolecular Cycloaddition for Rapid Assembly of 2-Acyl-methylenecyclopentanes
Barry M. Trost, Zhijun Zuo, Youliang Wang
Abstract
A highly regio-, diastereo-, and enantioselective trimethylenemethane (TMM) cycloaddition reaction for the rapid assembly of 2-acyl-methylenecyclopentane in an atom-economic fashion is described. This intermolecular protocol allows for facile and divergent access to an array of structurally attractive cyclic adducts. The choice of a robust chiral diamidophosphite ligand, developed by our group, proved to be crucial for the success of this transformation.
Topics & Concepts
Enantioselective synthesisCycloadditionTrimethylenemethaneChemistryIntermolecular forceCatalysisAdductLigand (biochemistry)Combinatorial chemistryStereochemistryAtom (system on chip)Organic chemistryMoleculeReceptorComputer scienceEmbedded systemBiochemistryCatalytic Alkyne ReactionsAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization Methods