Publication details
Stereochemistry of 1,3-dipolar Cycloaddition Reaction of Azomethine Ylides Derived from N-alkyl-N-(4-toluenesulfonyl)carbamoylmethyl phenanthridinium with Olefinic Dipolarophiles.
| Authors | |
|---|---|
| Year of publication | 2001 |
| Type | Article in Periodical |
| Magazine / Source | Heterocyclic Communications |
| MU Faculty or unit | |
| Citation | |
| Field | Organic chemistry |
| Keywords | Stereochemistry; 1;3-dipolar cycloaddition; azomethine ylide; carbamoylmethylphenanthridinium; olefinic dipolarophiles |
| Description | A series of prepared N-alkyl-N-(p-toluenesulfonyl) bromoacetamides afforded with phenanthridine quarternary phenanthridinium salts. These when treated with triethylamine in dichloromethane form azomethine ylides that undergo cyclization reaction with present activated olefinic double bond. This way pyrrolidino[1,2-f]phenanthridines can be obtained. Their stereochemistry was studied. Some of them were separated on non-racemic cellulose based sorbents with CD detection. |
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