Regiodivergent Synthesis of Spirocyclic Compounds through Pd‐Catalyzed Regio‐ and Enantioselective [3+2] Spiroannulation
Barry M. Trost, Zhijun Zuo
Abstract
Abstract A novel Pd 0 ‐catalyzed highly regio‐ and enantioselective [3+2] spiroannulation reaction has been developed for rapid assembly of a new class of [5,5] spirocyclic carbo‐ and heterocycles. Notably, the regioselectivity could be dominated by fine‐tuning of the Pd‐π‐allyl intermediate. An array of coupling partners could be well‐tolerated with excellent regio‐, and enantioselectivities. Moreover, the potential application of this reaction was exemplified by several further transformations.
Topics & Concepts
Enantioselective synthesisRegioselectivityChemistryCatalysisPalladiumCombinatorial chemistryStereochemistryStereoisomerismOrganic chemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthetic Organic Chemistry Methods