872631-03-3Relevant academic research and scientific papers
Synthesis of eburnamine, isoeburnamine, and eburnamonine via a spirocyclic intermediate
Ho, Tse-Lok,Chen, Chun-Kuei
, p. 2764 - 2770 (2007/10/03)
Racemic eburnamonine (1) was synthesized via 6, an intermediate possessing local symmetry. Cleavage of the cyclopentene subunit led to pentacyclic aldehydes 8a/8b which on subsequent borohydride and Wolff-Kishner reductions gave 12. The final steps included a RuCl3-catalyzed periodate oxidation and pyridinium chlorochromate (PCC) oxidation. The penultimate intermediates were racemic eburnamine (2) and racemic isoeburnamine (3).
