Regio- and Stereoselectivity of Phenanthridinium Family Azomethine Ylides in 1,3-Dipolar Cycloadditions

Warning

This publication doesn't include Faculty of Education. It includes Faculty of Science. Official publication website can be found on muni.cz.

Authors	POTÁČEK Milan TRÁVNÍČEK Martin POSPÍŠIL Jiří
Year of publication	2000
Type	Article in Proceedings
Conference	8th Blue Danube Symposium on Heterocyclic Chemistry, Abstract of Papers
MU Faculty or unit	Faculty of Science
Citation
Field	Organic chemistry
Description	In the paper we present results of experiments with phenanthridinium family azomethine ylides in 1,3-dipolar cycloadditions. An influence of N-substitution on carbamoylmethylfenanthridinium cation and subsequently on the ylid upon the stereochemistry of 1,3-dipolar cycloadducts with various dipolarophiles was searched.Another search was done on systems with alkoxycarbonyl derivatives. When a group with stereogenic centre ((-)-mentyl) was introduced into phenanthridinium cation, the formed ylid reacted with dipolarofiles that way that only one diastereomer was formed.
Related projects:	Structure and character of bonding, properties and analysis of synthetic and natural molecular ensembles