Influence of N-Substituents of Carbamoyl-stabilized Azomethine Ylides in 1,3-Dipolar Cycloadditions

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Authors	POSPÍŠIL Jiří TRÁVNÍČEK Martin POTÁČEK Milan
Year of publication	2002
Type	Article in Periodical
Magazine / Source	ARKIVOC
MU Faculty or unit	Faculty of Science
Citation
Web	http://www.arkat-usa.org/ark/journal/Volume2/Part3/Sauter/FS173F/FS173F.pdf
Field	Organic chemistry
Keywords	1;3-Dipolar cycloaddition; azomethine ylides; N-substituted 2-bromoacetamides; phenanthridinium salts; pyrrolidino[1;2-f]phenanthridines
Description	Upon treatment with base N-substituted carbamoylmethylphenanthridinium salts were converted into azomethine ylides. These intermediates were intercepted with symmetrically substituted dipolarophiles, and the stereochemistry of the cycloadducts has been found to be dependent on the substitution at the amide nitrogen atom.
Related projects:	Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles