Investigating the Arenyl-Diene Double [3+ 2] Photocycloaddition Reaction

CS Penkett, JA Woolford, TW Read…

Index: Penkett, Clive S.; Woolford, Jason A.; Read, Timothy W.; Kahan, Rachel J. Journal of Organic Chemistry, 2011 , vol. 76, # 5 p. 1295 - 1304

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Citation Number: 16

Abstract

The double [3+ 2] photocycloaddition reaction involving arenyl− dienes has been used to assemble seven separate [5.5. 5.5] fenestrane structures that include ether and aza variants. The primary photolysis step was a meta photocycloaddition reaction, while a secondary photocycloaddition step formed the fenestrane structure. Investigations involving the insertion of an additional methylene group into the basic arenyl− diene skeleton failed to ...