Pd-Catalyzed Regio-, Diastereo-, and Enantioselective [3 + 2] Cycloaddition Reactions: Access to Chiral Cyclopentyl Sulfones
Barry M. Trost, Chuanle Zhu, Chloe C. Ence
Abstract
generated sulfone-TMM species to construct various chiral cyclopentyl sulfones in a highly regio-, diastereo- (dr >15:1), and enantioselective (up to 99% ee) manner is reported. The present strategy can tolerate different types of sulfone-TMM donors and acceptors, and enables the construction of three chiral centers in a single step, specifically with a chiral center bearing the sulfone moiety. The robust chiral diamidophosphite ligand is the key to the reactivity and selectivities of this transformation.
Topics & Concepts
Enantioselective synthesisChemistryCycloadditionSulfoneMoietyReactivity (psychology)Ligand (biochemistry)CatalysisStereochemistryCombinatorial chemistryOrganic chemistryReceptorBiochemistryAlternative medicineMedicinePathologySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions