4.8 Article

Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines

Journal

ORGANIC LETTERS
Volume 18, Issue 10, Pages 2331-2334

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00598

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Funding

  1. NIH [GM 071650]
  2. UM-ICIQ Global Engagement Program

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The silver-catalyzed hydroamination of tosylprotected N-allylguanidines is described. These reactions provide substituted cyclic guanidines in high yields. The reactions are amenable to the construction of quaternary stereocenters as well as both monocyclic and bicyclic guanidine products.

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