Abstract
Collective asymmetric total synthesis of marine tricyclic alkaloids, cylindricines A–H, and the proposed structures of
cylindricine I and J, was achieved in a concise manner from a single common spirocyclic pyrrolidine intermediate. A tandem chemoselective oxidation/intramolecular aza-Michael addition/epimerization was exploited to complete the tricyclic skeleton. This work provides a versatile synthetic entry to the cylindricine family of marine tricyclic alkaloids.
Supplementary materials
Title
Supporting Information
Description
Detailed NMR data of natural and synthetic cylindricines, configurational assignment of important compounds, experimental procedure, compound characterization data, and copies of NMR spectra
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