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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

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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.

Item type: Article
ID code: 34223
Notes: M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 1994:409711(Journal)
Keywords: cyclizations , vinyl sulfones , perhydroazulenes , trans-hydrindanes, Chemistry, Biochemistry, Organic Chemistry, Drug Discovery
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Related URLs:
    Depositing user: Pure Administrator
    Date Deposited: 20 Oct 2011 16:33
    Last modified: 05 Sep 2014 11:42
    URI: http://strathprints.strath.ac.uk/id/eprint/34223

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