Issue 24, 2012

First total synthesis of (+)-indicanone

Abstract

The first total synthesis of the guaiane-type sesquiterpene, (+)-indicanone (1), isolated from the root of Wikstroemia indica, was accomplished based on the rhodium(I)-catalyzed Pauson–Khand-type reaction of the allenyne derivative, which was derived from (+)-limonene. This total synthesis unambiguously confirmed the complete structure of (+)-indicanone involving its absolute stereochemistry.

Graphical abstract: First total synthesis of (+)-indicanone

Supplementary files

Article information

Article type
Paper
Submitted
08 Mar 2012
Accepted
25 Apr 2012
First published
25 Apr 2012

Org. Biomol. Chem., 2012,10, 4747-4751

First total synthesis of (+)-indicanone

Y. Hayashi, K. Ogawa, F. Inagaki and C. Mukai, Org. Biomol. Chem., 2012, 10, 4747 DOI: 10.1039/C2OB25500F

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