Beilstein Journal of Organic Chemistry (Oct 2018)

Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation

  • Gisela V. Saborit,
  • Carlos Cativiela,
  • Ana I. Jiménez,
  • Josep Bonjoch,
  • Ben Bradshaw

DOI
https://doi.org/10.3762/bjoc.14.237
Journal volume & issue
Vol. 14, no. 1
pp. 2597 – 2601

Abstract

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A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps from a simple acyclic β-keto ester.

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