A methoxypyridine serves as a masked pyridone in a concise synthesis of the Lycopodium alkaloid lycoposerramine R, which has been prepared for the first time. The key step of the synthesis is the use of an Eschenmoser Claisen rearrangement to forge a key quaternary carbon center.

Methoxypyridines serve as masked pyridones in the synthesis of Lycopodium alkaloid lycoposerramine R, enabling the first-ever preparation of this alkaloid.

Paper

Methoxypyridines in the synthesis of Lycopodium alkaloids: total synthesis of (+/-)-lycoposerramine R.

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