Synthesis of Cyclic Guanidines via Silver-Catalyzed Intramolecular Alkene Hydroamination Reactions of N-Allylguanidines
Zachary J. Garlets, Mattia Silvi and John P. Wolfe*
*Department of Chemistry, University of Michigan, 930 North
University Avenue, Ann Arbor, Michigan 48109-1055, United States, Email: jpwolfeumich.edu
Z. J. Garlets, M. Silvi, J. P. Wolfe, Org. Lett., 2016, 18, 2331-2334.
DOI: 10.1021/acs.orglett.6b00598
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Abstract
A silver-catalyzed hydroamination of tosyl-protected N-allylguanidines provides substituted cyclic guanidines in high yields. The reactions can be used for construction of quaternary stereocenters as well as both monocyclic and bicyclic guanidine products.
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Key Words
guanidines, N-heterocyles, oxygen
ID: J54-Y2016