Regiodivergent Synthesis of Spirocyclic Compounds through Pd-Catalyzed Regio- and Enantioselective [3+2] Spiroannulation
Corresponding Author
Prof. Dr. Barry M. Trost
Department of Chemistry, Stanford University, Stanford, CA, 94305-5080 USA
Search for more papers by this authorDr. Zhijun Zuo
Department of Chemistry, Stanford University, Stanford, CA, 94305-5080 USA
Search for more papers by this authorCorresponding Author
Prof. Dr. Barry M. Trost
Department of Chemistry, Stanford University, Stanford, CA, 94305-5080 USA
Search for more papers by this authorDr. Zhijun Zuo
Department of Chemistry, Stanford University, Stanford, CA, 94305-5080 USA
Search for more papers by this authorAbstract
A novel Pd0-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.
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