Jones, Andrew D., Redfern, Adele L., Knight, David William, Morgan, Ian Rhys and Williams, Andrew C. 2006. Selenocyclisations of homoallylic sulfonamides: stereoselective methods for the elaboration of substituted pyrrolidines, pyrrolines and derivatives. Tetrahedron 62 (39) , pp. 9247-9257. 10.1016/j.tet.2006.07.018 |
Official URL: http://dx.doi.org/10.1016/j.tet.2006.07.018
Abstract
Selenocyclisations of the homoallylic sulfonamides [e.g., 26, 28 and 30] using phenylselanyl halides lead exclusively to β-selanyl-pyrrolidines [e.g., 27, 29 and 31] by an overall 5-endo-trig pathway, but with considerable variations in the stereochemical outcome, depending upon the substituents and the precise conditions used. Subsequent oxidative eliminations lead smoothly to the corresponding 3-pyrrolines and thence to poly-hydroxylated pyrrolidines.
Item Type: | Article |
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Date Type: | Publication |
Status: | Published |
Schools: | Chemistry |
Subjects: | Q Science > QD Chemistry |
Publisher: | Elsevier |
ISSN: | 0040-4020 |
Last Modified: | 04 Jun 2017 06:17 |
URI: | http://orca-mwe.cf.ac.uk/id/eprint/58131 |
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