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The modulation of face-face π-π interactions in Lewis acid catalysis

Harris, Lisa D. and Jenkins, Robert L. and Tomkinson, Nicholas C. O. (2005) The modulation of face-face π-π interactions in Lewis acid catalysis. Tetrahedron Letters, 46 (10). pp. 1627-1629. ISSN 0040-4039

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Abstract

The enantiomeric excess obsd. for the exo-adduct from the Lewis acid catalyzed Diels-Alder reaction between cyclopentadiene and methacrolein can be increased up to 21% by simple modification of the electronics of the arom. ring in a series of stilbene-derived diol ligands, suggesting that the proposed face-face π-π interaction between the catalyst and the dienophile can be modulated by altering the electron d. on the arom. ring.

Item type: Article
ID code: 34201
Notes: M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 2005:130186(Journal)
Keywords: methacrolein , dienophile , aromatic rings , Chemistry, Biochemistry, Organic Chemistry, Drug Discovery
Subjects: Science > Chemistry
Department: Faculty of Science > Pure and Applied Chemistry
Faculty of Humanities and Social Sciences (HaSS) > School of Education > Education
Related URLs:
    Depositing user: Pure Administrator
    Date Deposited: 20 Oct 2011 15:12
    Last modified: 05 Sep 2014 11:40
    URI: http://strathprints.strath.ac.uk/id/eprint/34201

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