4.3 Article

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

Journal

CURRENT ORGANIC SYNTHESIS
Volume 7, Issue 4, Pages 348-362

Publisher

BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/157017910791414517

Keywords

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

Funding

  1. National Science Foundation [CHE-0553313]

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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.

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