Abstract
The spirocyclic alkaloid (±)-sibirine was prepared in a straightforward way from an easily accessible imine precursor. A stabase-mediated alkylation and cyclization process provided an azaspirocyclic intermediate, which was converted stereoselectively to (±)-sibirine via a convenient four step sequence including a stereoselective cerium-catalyzed reduction. The first two steps of this sequence also constitute a formal synthesis of (±)-nitramine.
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