Asymmetric Total Syntheses of Two Phlegmarine-Type Alkaloids, Lycoposerramines-V and -W, Newly Isolated fromLycopodium serratum

Organic Letters
2007.0

Abstract

Two new Phlegmarine-type alkaloids, lycoposerramines-V and -W, were isolated from Lycopodium serratum, and their structures including the absolute configuration were established by asymmetric total synthesis involving such key steps as Johnson-Claisen rearrangement, asymmetric allylation, and ring-closing metathesis (RCM)- or SmI(2)-mediated stereoselective piperidine ring construction.

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