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■ Synthesis of Functionalized 1-Azabicyclo[3.1.0]hexanes: Studies towards Ficellomycin and Its Analogs

Gang Chen, Zhi He, and Andrei K. Yudin*

*Davenport Research Laboratories, Department of Chemistry, University of Toronto, 80 St. George Street., Toronto, Ontario, M5S 3H6, Canada

Abstract

The molecule of antibiotic agent ficellomycin contains an intriguing array of functional groups assembled around a bicyclic aziridine core. To address the challenges of constructing ficellomycin derivatives, we have developed cycloamination methodology for the stereocontrolled transformation of unprotected aziridine-containing olefins. The present paper discusses application of this process towards synthesis of ficellomycin.