Issue 22, 2011

A concise stereoselective synthesis of (−)-erycibelline

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 SmI2-induced intramolecular reductive coupling of cyclic nitrone with aldehyde which resulted in good yield and stereoselectivity.

Graphical abstract: A concise stereoselective synthesis of (−)-erycibelline

Supplementary files

Article information

Article type
Paper
Submitted
25 Jul 2011
Accepted
11 Aug 2011
First published
12 Aug 2011

Org. Biomol. Chem., 2011,9, 7713-7719

A concise stereoselective synthesis of (−)-erycibelline

Z. Zhang, S. Nakagawa, A. Kato, Y. Jia, X. Hu and C. Yu, Org. Biomol. Chem., 2011, 9, 7713 DOI: 10.1039/C1OB06244A

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