A rearrangement-cycloaddition approach to spiro-fused indanones

W. P. D. Goldring, S. Bouazzaoui, J. F. Malone

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Spiro-fused indanones were constructed using a [4 + 2]-cycloaddition approach from α-methylene indanone dienophiles, which were elaborated from 4-chromanone in a number of steps including a key rearrangement process. This type of spiro-fused structure forms the central core ring system found in natural products such as coleophomone A. The cycloaddition reactions using an α-methylene indanone dienophile led to the exo diastereoisomer as the major cycloadduct, whereas the 1,4-dione based dienophile predominantly led to the endo diastereoisomer.
TidsskriftTetrahedron Letters
Udgave nummer9
Sider (fra-til)960-963
Antal sider4
StatusUdgivet - 2011
Udgivet eksterntJa

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