Mehta, Goverdhan ; Sreenivas, K. (2002) A new synthesis of tricyclic sesquiterpene (±)-sterpurene Tetrahedron Letters, 43 (4). pp. 703-706. ISSN 0040-4039
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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...
Related URL: http://dx.doi.org/10.1016/S0040-4039(01)02224-9
Abstract
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 β-carbomethoxy substituent on the α,β-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: | Article |
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| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 28964 |
| Deposited On: | 20 Dec 2010 08:18 |
| Last Modified: | 17 May 2016 11:57 |
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