Faculté des sciences

Photochemistry of allenyl salicylaldehydes

Birbaum, Frédéric ; Neels, Antonia ; Bochet, Christian G.

In: Organic Letters, 2008, vol. 10, no. 15, p. 3175–3178

The intramolecular photocycloaddition of aryl aldehydes containing allene side chains is a versatile reaction as it provides a rapid and efficient access to original complex structures such as 1,3,4-tetrahydro-1,4-epoxy-5-alkylidene-2-benzoxepines 2 and substituted 2-oxa-tricyclo[5.2.2.0]1,5undeca-4,8,10-triene-9-carbaldehydes 3. Novel polycyclic structures are... Plus

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    Summary
    The intramolecular photocycloaddition of aryl aldehydes containing allene side chains is a versatile reaction as it provides a rapid and efficient access to original complex structures such as 1,3,4-tetrahydro-1,4-epoxy-5-alkylidene-2-benzoxepines 2 and substituted 2-oxa-tricyclo[5.2.2.0]1,5undeca-4,8,10-triene-9-carbaldehydes 3. Novel polycyclic structures are characterized, and optimized strategies for the synthesis of the substrates 1 are described.