Issue 21, 2007
From the journal:

Chemical Communications

Total synthesis of (–)-conocarpan and assignment of the absolute configuration by chemical methods†

Derrick L. J. Clive*a  and  Elia J. L. Stoffmana  

* Corresponding authors

a Chemistry Department, University of Alberta, Edmonton, Alberta, Canada
E-mail: derrick.clive@ualberta.ca

Abstract

(–)-Conocarpan (1) was synthesized by a method based on radical cyclization, and the absolute configuration was established by chemical degradation; the original 2R,3R-assignment to (+)-conocarpan should be reversed, as suggested by a later chiroptical study of model 2,3-dihydrobenzofurans.

Graphical abstract: Total synthesis of (–)-conocarpan and assignment of the absolute configuration by chemical methods

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Article information

DOI
https://doi.org/10.1039/B704211F
Article type
Communication
Submitted
20 Mar 2007
Accepted
19 Apr 2007
First published
01 May 2007

Chem. Commun., 2007, 2151-2153

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Total synthesis of (–)-conocarpan and assignment of the absolute configuration by chemical methods

D. L. J. Clive and E. J. L. Stoffman, Chem. Commun., 2007, 2151 DOI: 10.1039/B704211F

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