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  4. Biomimetic Synthesis of (+)-Ledene, (+)-Viridiflorol, (-)-Palustrol, (+)-Spathulenol, and Psiguadial A, C, and D via the Platform Terpene (+)-Bicyclogermacrene
 
research article

Biomimetic Synthesis of (+)-Ledene, (+)-Viridiflorol, (-)-Palustrol, (+)-Spathulenol, and Psiguadial A, C, and D via the Platform Terpene (+)-Bicyclogermacrene

Tran, Duc N.
•
Cramer, Nicolai  
2014
Chemistry-A European Journal

(+)-Bicyclogermacrene is a strained bicyclic and common sesquiterpene found in several essential oils. A short and good yielding synthesis of bicyclogermacrene proceeding in seven steps is reported. This terpene is used as key platform intermediate for a biomimetic access to several aromadendrene sesquiterpenoids, such as ledene, viridiflorol, palestrol, and spathulenol. Furthermore, bicyclogermacrene is shown to be the terpene component in the synthesis of the meroterpenoids psiguadial A, C, and D.

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Type
research article
DOI
10.1002/chem.201403082
Web of Science ID

WOS:000340505500013

Author(s)
Tran, Duc N.
Cramer, Nicolai  
Date Issued

2014

Publisher

Wiley-V C H Verlag Gmbh

Published in
Chemistry-A European Journal
Volume

20

Issue

34

Start page

10654

End page

10660

Subjects

bicyclogermacrene

•

biomimetic synthesis

•

cyclization

•

natural products

•

terpenes

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LCSA  
Available on Infoscience
October 23, 2014
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/107775
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