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Total synthesis of streptonigrone
Bryan K Chan1, Marco A Ciufolini
1Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, Canada BC V6T 1Z1.
Abstract:
A total synthesis of streptonigrone, 1, is described, which incorporates a one-step synthesis of substituted pyridones devised in our laboratory. Other aspects of the synthesis that differentiate the present approach from previous ones are the use of a Conrad-Limpach reaction, rather than the customary Friedländer methodology, to assemble the quinoline segment of 1, and the implementation of an anionic sequence for the functionalization of a key pyridone intermediate.
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