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A new synthesis of tricyclic sesquiterpene (±)-sterpurene

✍ Scribed by Goverdhan Mehta; K. Sreenivas


Book ID
104232265
Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
93 KB
Volume
43
Category
Article
ISSN
0040-4039

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✦ Synopsis


A new synthesis of tricyclic sesquiterpene, sterpurene 1 is reported. An intermolecular [2+2]-photocycloaddition 1415 serves as a key step, which is promoted through the stabilisation of the enone excited state through a b-carbomethoxy substituent on the a,b-unsaturated enone moiety. A tricyclo[6.3.0.0 3,6 ]undecane based advanced intermediate 19 en route to 1, has been fragmented to the bicyclo[6.3.0]undecane system 27 present in the asteriscane-type sesquiterpenoids.


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ChemInform Abstract: A New Synthesis of
✍ Goverdhan Mehta; K. Sreenivas 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB 👁 2 views

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