4.6 Review

Catalytic Enantioselective [3+2] Cycloaddition of N-Metalated Azomethine Ylides

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume -, Issue -, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202300296

Keywords

asymmetric catalysis; azomethine ylide; [3+2] cycloaddition; 1,3-dipolar cycloaddition; pyrrolidines

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Asymmetric [3+2] cycloaddition reactions are interesting methods for synthesizing enantioenriched pyrrolidines with up to four stereocentres. Pyrrolidines are important compounds in biology and organocatalytic applications. This review summarizes the recent advancements in the enantioselective synthesis of pyrrolidines using metal catalysis, focusing on the [3+2] cycloadditions of azomethine ylides. The reactions are organized based on the type of metal catalysis and the complexity of the dipolarophile, highlighting their advantages and limitations.
Asymmetric [3+2] cycloaddition reactions are fascinating and powerful methods for the synthesis of enantioenriched pyrrolidines up to four stereocentres. Pyrrolidines are important compounds for both biology and organocatalytic applications. This review summarizes the most recent advances in the enantioselective synthesis of pyrrolidines by [3+2] cycloadditions of azomethine ylides using metal catalysis. It has been organized by the type of metal catalysis used and further arranged by the complexity nature of dipolarophile. The presentation of each reaction type highlights their advantages and limitations.

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