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Title: Diversity-Oriented Silver(I)-Mediated Synthesis of Spiro-2-aminoimidazoles
Authors: Pereshivko, Olga P ×
Peshkov, Vsevolod A
Ermolat'ev, Denis S
Van Hove, Sofie
Van Hecke, Kristof
Van Meervelt, Luc
Van der Eycken, Erik #
Issue Date: May-2011
Publisher: Thieme Chemistry
Series Title: Synthesis issue:10 pages:1587-1594
Abstract: A diversity-oriented protocol giving access to a novel class of spiro-cyclic guanidine derivatives is described. The copper( I)-catalyzed, three-component coupling of a ketone, an alkyne and a primary amine (KA(2)-coupling) provides the required secondary propargylamines and assures the generation of diversity. The key step of the protocol, a silver(I)-mediated tandem guanylation of secondary propargylamines followed by an intramolecular heterocyclization, provides the target bis-Boc-protected-2-iminoimidazolines spiro-fused with a five-, six- or seven-membered (heterocyclic) ring, which could, in most cases, be further deprotected to the spiro-2-aminoimidazoles.
ISSN: 0039-7881
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
Chemistry - miscellaneous
Biochemistry, Molecular and Structural Biology Section
× corresponding author
# (joint) last author

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