Srikrishna, A and Hemamalini , P and Venkateswarlu, S (1994) A regiospecific radical annulation strategy to functionalised chiral bicyclo[3.3.l]nonanes. In: Tetrahedron, 50 (29). pp. 8781-8792.
chiral.pdf - Published Version
Restricted to Registered users only
Download (832Kb) | Request a copy
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 (n)Bu(3)SnH 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:||Journal Article|
|Additional Information:||Copyright of this article belongs to Elsevier science.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||25 Mar 2011 06:37|
|Last Modified:||25 Mar 2011 06:37|
Actions (login required)