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
Full text not available in this repository. (Request a copy from the Strathclyde author)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.
| Item type: | Article |
|---|---|
| ID code: | 34218 |
| Notes: | M1 - Copyright (C) 2011 American Chemical Society (ACS). All Rights Reserved. CAPLUS AN 1998:755323(Journal) |
| Keywords: | Diels-Alder reactions , 3-butadienes , benzenesulfenic acid , regioselectivity , Chemistry |
| Subjects: | Science > Chemistry |
| Department: | Faculty of Science > Pure and Applied Chemistry |
| Related URLs: | |
| Depositing user: | Pure Administrator |
| Date Deposited: | 20 Oct 2011 16:26 |
| Last modified: | 04 Oct 2012 13:56 |
| URI: | http://strathprints.strath.ac.uk/id/eprint/34218 |
Actions (login required)
| View Item |