Abstract

A clever way to clavolonine: The total synthesis of the lycopodium alkaloid clavolonine (2) from a linear precursor 1 that contains the complete 16-carbon-atom chain is reported (see scheme). Intramolecular and transannular cascade reaction sequences are explored from both linear and macrocyclic precursors. A variety of polycyclic structures are rapidly constructed from simple acyclic precursors.

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