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Open Access research with a European policy impact...

The Strathprints institutional repository is a digital archive of University of Strathclyde's Open Access research outputs. Strathprints provides access to thousands of Open Access research papers by Strathclyde researchers, including by researchers from the European Policies Research Centre (EPRC).

EPRC is a leading institute in Europe for comparative research on public policy, with a particular focus on regional development policies. Spanning 30 European countries, EPRC research programmes have a strong emphasis on applied research and knowledge exchange, including the provision of policy advice to EU institutions and national and sub-national government authorities throughout Europe.

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The synthesis and Diels-Alder reactions of (E)- and (Z)-1-methoxy-3-(phenylsulfinyl)-1,3-butadienes

Adams, Harry and Anderson, James C. and Bell, Richard and Neville Jones, D. and Peel, Michael R. and Tomkinson, Nicholas C. O. (1998) The synthesis and Diels-Alder reactions of (E)- and (Z)-1-methoxy-3-(phenylsulfinyl)-1,3-butadienes. Journal of the Chemical Society, Perkin Transactions 1 (23). pp. 3967-3974. ISSN 1472-7781

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Abstract

The mild and efficient generation of benzenesulfenic acid by the thermolysis of Et 2-ethoxycarbonyl-3-(phenylsulfinyl)butanoate in refluxing dichloromethane, its in situ trapping with (E)- and (Z)-1-methoxy-2-buten-3-yne to form (E)-1-methoxy-3-(phenylsulfinyl)-1,3-butadiene and (Z)-1-methoxy-3-(phenylsulfinyl)-1,3-butadienes resp. proceeds in high yield. The lithium perchlorate catalyzed Diels-Alder reaction of (E)-1-methoxy-3-(phenylsulfinyl)-1,3-butadiene with both sym. and unsym. carbonyl activated dienophiles proceeds with complete regioselectivity and in some cases complete endo-selectivity.