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

Jones, D. Neville and Maybury, Mark W. J. and Swallow, Steven and Tomkinson, Nicholas C. O. (1993) Novel cyclizations involving vinyl sulfones: stereoselective construction of perhydroazulenes and trans-hydrindanes. Tetrahedron Letters, 34 (52). pp. 8553-8556. ISSN 0040-4039 (https://doi.org/10.1016/S0040-4039(00)61383-7)

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.

ORCID iDs

Tomkinson, Nicholas C. O. ORCID: https://orcid.org/0000-0002-5509-0133

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  Item type:	Article
  ID code:	34223
  Dates:	Date Event 1993 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	20 Oct 2011 15:33
  Last modified:	11 Nov 2024 09:52
  URI:	https://strathprints.strath.ac.uk/id/eprint/34223