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The Asymmetric [C+NC+CC] Coupling Reaction: Development and Application to Natural Product Synthesis

[ Vol. 7 , Issue. 4 ]


P. Garner and H.U. Kaniskan   Pages 348 - 362 ( 15 )


Development of the asymmetric [C+NC+CC] coupling reaction is described. This reaction assembles aldehyde (C), amine (NC), and alkene (CC) components in a predictable and controlled fashion to give highly functionalized pyrrolidines. The utility of the asymmetric [C+NC+CC] coupling reaction is demonstrated by its application to an efficient formal total synthesis of cyanocycline A.


Asymmetric synthesis, azomethine ylide cycloaddition, cyanocycline A, multicomponent reaction, pyrrolidine synthesis


Department of Chemistry, Washington State University, Pullman, WA 99164-4630, USA.

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