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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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
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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
ePrint ID: 20162
Date Deposited: 20 Feb 2006
Last Modified: 27 Mar 2014 18:09
URI: http://eprints.soton.ac.uk/id/eprint/20162

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