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One‐Pot Tandem Diastereoselective and Enantioselective Synthesis of Functionalized Oxindole‐Fused Spiropyrazolidine Frameworks
Authors:Liang‐Yong Mei  Dr. Xiang‐Ying Tang  Prof. Dr. Min Shi
Affiliation:1. Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Meilong Road No. 130, Shanghai, 200237 (China);2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032 (China)
Abstract:
A highly efficient palladium(0)‐catalyzed asymmetric [3+2] cycloaddition using 3‐diazooxindoles serving as dipolarophiles affords functionalized pyrazolidine derivatives in an atom‐economical way. In addition, by trapping the pyrazolidine derivatives with maleimides, the corresponding spiropyrazolidine oxindoles containing multiple stereogenic centers have been obtained in high yields along with moderate to good levels of diastereoselectivity and enantioselectivity under mild conditions. Thus, a novel three‐component one‐pot tandem reaction has been developed.
Keywords:ligands  oxindoles  palladium  pyrazolidines  tandem reactions
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