Srikrishna, Adusumilli ; Hemamalini, Parthasarathy ; Venkateswarlu, Somepalli (1994) A regiospecific radical annulation strategy to functionalised chiral bicyclo[3.3.l]nonanes Tetrahedron, 50 (29). pp. 8781-8792. ISSN 0040-4020
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Official URL: http://www.sciencedirect.com/science/article/pii/S...
Related URL: http://dx.doi.org/10.1016/S0040-4020(01)85352-7
Abstract
A radical annulation, i.e. an intermolecular radical Michael addition followed by an intramolecular Michael addition of the resultant radical (radical cyclisation) has been employed for the construction of chiral functionalised bicyclo[3.3.1]-nonanes. Thus reaction of carvone hydrohalides 7 with "Bu3SnH and AIBN in the presence of excess of radicophiles 4 furnished, regiospecifically bicyclo[3.3.1]nonanes 8-14, introducing three new chiral centres in a stereoselective manner. Analogously the bromide 18 generated the bridgehead substituted bicyclo[3.3.1]-nonanes 19-21.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| ID Code: | 48691 |
| Deposited On: | 15 Jul 2011 11:27 |
| Last Modified: | 15 Jul 2011 11:27 |
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