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Critical importance of leaving group 'softness' in nucleophilic ring closure reactions of ambident anions to 1,2-diazetidines
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Brown, Michael J., Clarkson, Guy J., Fox, David J., Inglis, Graham G. and Shipman, Michael. (2010) Critical importance of leaving group 'softness' in nucleophilic ring closure reactions of ambident anions to 1,2-diazetidines. Tetrahedron Letters, Vol.51 (No.2). pp. 382-384. ISSN 0040-4039
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Official URL: http://dx.doi.org/10.1016/j.tetlet.2009.11.024
Abstract
Highly strained, four-membered 1,2-diazetidine rings are produced in good yields (50-98%) in nucleophilic ring closure reactions provided 'soft' leaving groups such as iodide are used, a finding that can be rationalised in terms of the Hard Soft Acids and Bases principle. (C) 2009 Elsevier Ltd. All rights reserved.
| Item Type: | Journal Article |
|---|---|
| Subjects: | Q Science > QD Chemistry |
| Divisions: | Faculty of Science > Chemistry |
| Journal or Publication Title: | Tetrahedron Letters |
| Publisher: | Pergamon |
| ISSN: | 0040-4039 |
| Date: | 13 January 2010 |
| Volume: | Vol.51 |
| Number: | No.2 |
| Number of Pages: | 3 |
| Page Range: | pp. 382-384 |
| Identification Number: | 10.1016/j.tetlet.2009.11.024 |
| Status: | Peer Reviewed |
| Publication Status: | Published |
| Access rights to Published version: | Restricted or Subscription Access |
| Funder: | GlaxoSmithKline, Engineering and Physical Sciences Research Council (EPSRC) |
| URI: | http://wrap.warwick.ac.uk/id/eprint/6395 |
Data sourced from Thomson Reuters' Web of Knowledge
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