Mehta, Goverdhan and Sreenivas, K (2002) A new synthesis of tricyclic sesquiterpene (±)-sterpurene. In: Tetrahedron Letters, 43 (4). pp. 703-706.
A new synthesis of tricyclic sesquiterpene, sterpurene 1 is reported. An intermolecular [2+2]-photocycloaddition 14→ 15 serves as a key step, which is promoted through the stabilisation of the enone excited state through a beta-carbomethoxy substituent on the alpha,beta-unsaturated enone moiety. A tricyclo[6.3.0.03,6]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.
|Item Type:||Journal Article|
|Additional Information:||Copyright for this article belongs to Elsevier Science.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||03 Aug 2004|
|Last Modified:||19 Sep 2010 04:14|
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