Unexpected Heterocyclic Products from Cycloaddition Reactions of Nonsymmetrical Allenyl Aldoketazines with Substituted Alkynes

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Authors	GALETA Juraj MAN Stanislav BOUILLON Jean-Philippe POTÁČEK Milan
Year of publication	2011
Type	Article in Periodical
Magazine / Source	European Journal of Organic Chemistry
MU Faculty or unit	Faculty of Science
Citation
Web	http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201001044/abstract
Doi	http://dx.doi.org/10.1002/ejoc.201001044
Field	Organic chemistry
Keywords	alkynes; allenes; nitrogen heterocycles; azines; cycloaddition; cyclotrimerization
Description	Criss-cross cycloaddition reactions of non-symmetrical aldoketazines with alkynes depending on various substitution afforded three types of heterocyclic products. Diastereoselectivity and regioselectivity were observed and reaction pathways and mechanisms are discussed supported by X-ray analyses.
Related projects:	Allenyl synthon in synthesis of heterocyclic compounds