A concise stereoselective synthesis of (-)-erycibelline

  • Org Biomol Chem. 2011 Oct 26;9(22):7713-9. doi: 10.1039/c1ob06244a.
Zhao-Lan Zhang  1 ,  Shinpei Nakagawa ,  Atsushi Kato ,  Yue-Mei Jia ,  Xiang-Guo Hu ,  Chu-Yi Yu
Affiliations
  • 1. Beijing National Laboratory for Molecular Science (BNLMS), Institute of Chemistry, Chinese Academy of Sciences, Beijing 100191, China.
PMID: 21946951 DOI: 10.1039/c1ob06244a
Abstract

(-)-Erycibelline, the dihydroxynortropane alkaloid isolated from Erycibe elliptilimba Merr. et Chun., was synthesized using a cyclic nitrone as advanced intermediate, wherein the key step was the SmI(2)-induced intramolecular reductive coupling of cyclic nitrone with aldehyde which resulted in good yield and stereoselectivity.

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