| Autor: |
Biallas P; Organic Chemistry , Bergische Universität Wuppertal , Gaußstr. 20 , 42119 Wuppertal , Germany., Mensak TM; Organic Chemistry , Bergische Universität Wuppertal , Gaußstr. 20 , 42119 Wuppertal , Germany., Kunz KA; Organic Chemistry , Bergische Universität Wuppertal , Gaußstr. 20 , 42119 Wuppertal , Germany., Kirsch SF; Organic Chemistry , Bergische Universität Wuppertal , Gaußstr. 20 , 42119 Wuppertal , Germany. |
| Abstrakt: |
Diazidated malonamides derived from amines and diazidated diethyl malonate react with lithiated alcohols through nucleophilic substitution reactions where azide acts as an unconventional leaving group. This deazidoalkoxylation leads to the formal construction of N, O-acetals, and the remaining azide functionality is a useful entry point for further functionalizations through, for example, standard cycloaddition chemistry. Thus, the presented chemistry provides an easy route toward densely functionalized molecules: Amines, alcohols, and alkynes can be attached onto the small malonate core unit in a sequential manner. |
