Stereoselective synthesis of cis-2,6-bis-hydroxyalkyl-tetrahydropyrans by the permanganate promoted oxidative cyclisation of 1,6-dienes
Cecil, A. R. L. and Brown, R. C. D. (2004) Stereoselective synthesis of cis-2,6-bis-hydroxyalkyl-tetrahydropyrans by the permanganate promoted oxidative cyclisation of 1,6-dienes. Tetrahedron Letters, 45, (39), 7269-7271. (doi:10.1016/j.tetlet.2004.08.023).
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Original Publication URL: http://dx.doi.org/10.1016/j.tetlet.2004.08.023
Description/Abstract
The first examples of permanganate promoted oxidative cyclisations of 1,6-dienes are described, providing exclusively cis-2,6-bis-hydroxyalkyl-tetrahydropyrans. In addition, good levels of asymmetric induction have been attained using dienoyl sultam substrates.
| Item Type: | Article |
|---|---|
| Related URLs: | |
| Keywords: | oxidative cyclisation, 1,6-dienes, permanganate, tetrahydropyran synthesistetrahydrofuran-containing fragments, 1,5-dienes, ionophores, stereochemistry, 1,5,9-trienes, antibiotics, routes |
| Subjects: | Q Science Q Science > QD Chemistry |
| Divisions: | University Structure - Pre August 2011 > School of Chemistry |
| Item ID: | 20162 |
| Date Deposited: | 20 Feb 2006 |
| Last Modified: | 25 Apr 2013 10:50 |
| Contributors: | Cecil, A. R. L. (Author) Brown, R. C. D. (Author) |
| Date: | 20 September 2004 |
| Status: | Published |
| URI: | http://eprints.soton.ac.uk/id/eprint/20162 |
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