Issue 21, 2024

Stereocontrolled synthesis of the aconitine D ring from d-glucose

Abstract

The synthesis of a fully oxygenated aconitine D ring precursor from (D)-(+)-glucose is described. The route features a highly diastereoselective alkynyl Grignard ketone addition and a base-mediated enelactone to 1,3-diketone rearrangement.

Graphical abstract: Stereocontrolled synthesis of the aconitine D ring from d-glucose

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Article information

Article type
Paper
Submitted
05 Apr 2024
Accepted
02 May 2024
First published
03 May 2024
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2024,22, 4347-4352

Stereocontrolled synthesis of the aconitine D ring from D-glucose

I. A. Pocock, J. Doulcet, C. R. Rice, J. B. Sweeney and D. M. Gill, Org. Biomol. Chem., 2024, 22, 4347 DOI: 10.1039/D4OB00561A

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