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Division of Pharmaceutical Sciences, Graduate School of Natural Science and Technology, Kanazawa University, Kakuma-machi, Kanazawa, Japan
E-mail: mukai@p.kanazawa-u.ac.jp
; Fax: +81-76-234-4410
; Tel: +81-76-234-4411
Org. Biomol. Chem., 2012,10, 4747-4751
DOI:
10.1039/C2OB25500F
Received
08 Mar 2012,
Accepted
25 Apr 2012
First published online
25 Apr 2012
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.