Novel cyclizations involving vinyl sulfones: stereoselective construction of perhydroazulenes and trans-hydrindanes

D. Neville Jones, Mark W. J. Maybury, Steven Swallow, Nicholas C. O. Tomkinson

Research output: Contribution to journalArticle

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Abstract

Anionic species formed by treatment of vinyl sulfones with hydridoaluminates were trapped intramolecularly by esters to provide six- and seven-membered cyclic ketosulfones, e.g. I (R = Me, H, Ar = p-tolyl) and II, exemplified by the stereoselective construction of trans-hydrindanes and of perhydroazulenes. This led to formal syntheses of confertin (III) and damsinic acid.
Original languageUndefined/Unknown
Pages (from-to)8553-8556
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number52
DOIs
Publication statusPublished - 1993

Keywords

  • cyclizations
  • vinyl sulfones
  • perhydroazulenes
  • trans-hydrindanes

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