Regio- and Stereoselectivity of Phenanthridinium Family Azomethine Ylides in 1,3-Dipolar Cycloadditions
| Authors | |
|---|---|
| Year of publication | 2000 |
| Type | Article in Proceedings |
| Conference | 8th Blue Danube Symposium on Heterocyclic Chemistry, Abstract of Papers |
| MU Faculty or unit | |
| 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. |
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