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

[ Vol. 7 , Issue. 4 ]

Author(s):

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

Abstract:


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.

Keywords:

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

Affiliation:

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



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