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Gold-Containing and Gold-Generated 1,n-Dipoles as Useful Platforms toward Cycloadditions and Cyclizations

Journal

ACS CATALYSIS
Volume 2, Issue 7, Pages 1462-1479

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/cs300043w

Keywords

gold; 1,n-dipoles; zwitterions; cycloaddition; annulations; cyclization

Funding

  1. Organic Chemistry Institute of University of Zurich
  2. Swiss National Science Foundation

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Some of the most synthetically useful methods to construct molecular complexity include Diels-Alder, [1,3] dipolar and [m+n]-cyclo- additions. In this context, the efficient, generation of 1,n-dipoles play a key role. Dipoles have been usually described as transient, difficult to harness species toward cycloaddition reactions. This review highlights the development of new methodologies for the efficient generation of these valuable intermediates by means of gold catalysis, and their application in the construction of small-medium size carbocycles. The mechanistic rationale underlying these transformations is also presented, here.

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