Issue 29, 2012

Total synthesis of dendrobate alkaloid (+)-241D, isosolenopsin and isosolenopsin A: application of a gold-catalyzed cyclization

Abstract

A new approach to total syntheses of piperidine alkaloids (+)-241D, isosolenopsin and isosolenopsin A has been developed from D-alanine. The key step to access the chiral pyridinone intermediate was achieved via a gold mediated cyclization. Finally, various reduction conditions afforded the natural products in few steps and good overall yields.

Graphical abstract: Total synthesis of dendrobate alkaloid (+)-241D, isosolenopsin and isosolenopsin A: application of a gold-catalyzed cyclization

Supplementary files

Article information

Article type
Paper
Submitted
06 Apr 2012
Accepted
30 May 2012
First published
01 Jun 2012

Org. Biomol. Chem., 2012,10, 5541-5546

Total synthesis of dendrobate alkaloid (+)-241D, isosolenopsin and isosolenopsin A: application of a gold-catalyzed cyclization

N. Gouault, M. Le Roch, G. de Campos Pinto and M. David, Org. Biomol. Chem., 2012, 10, 5541 DOI: 10.1039/C2OB25685A

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