Abstract
Abstract A radical fragmentation/cyclization sequence of a [2+2] photoadduct derivative leads to the formation of the aromadendrane ring system. The 5,7 fused rings of this sesquiterpenoid family are formed in the fragmentation step and the cyclopropane moiety is the result of a 3-exo-trig cyclization. The cyclization step is facilitated by the use of SmI2 as the electron donor and by an ester group to stabilize the resultant strained intermediate.
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