Ireland-Claisen rearrangement of ynamides: stereocontrolled synthesis of 2-amidodienes
Reference:
Heffernan, S.J. and Carbery, D.R., 2012. Ireland-Claisen rearrangement of ynamides: stereocontrolled synthesis of 2-amidodienes. Tetrahedron Letters, 53 (38), p. 5180.
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Official URL:
http://dx.doi.org/10.1016/j.tetlet.2012.07.088
Abstract
The Ireland-Claisen rearrangement of propargyl ynamido ester substrates is reported. The expected allenamide carboxylic acid products from [3,3]-sigmatropic rearrangement are not isolated, with 2-amidodienes alternatively formed in good yield with high levels of stereocontrol after decarboxylation.
Details
| Item Type | Articles |
| Creators | Heffernan, S.J.and Carbery, D.R. |
| DOI | 10.1016/j.tetlet.2012.07.088 |
| Departments | Faculty of Science > Chemistry |
| Publisher Statement | Carbery_Tet_Lett_2012_53_38_5180.pdf: NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron Letters. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron Letters, vol 53, issue 38, 2012, DOI 10.1016/j.tetlet.2012.07.088 |
| Refereed | Yes |
| Status | Published |
| ID Code | 31159 |
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