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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), pp. 7269-7271. (doi:10.1016/j.tetlet.2004.08.023).

Record type: Article

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.

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Published date: 20 September 2004
Keywords: oxidative cyclisation, 1, 6-dienes, permanganate, tetrahydropyran synthesistetrahydrofuran-containing fragments, 5-dienes, ionophores, stereochemistry, 5, 9-trienes, antibiotics, routes

Identifiers

Local EPrints ID: 20162
URI: http://eprints.soton.ac.uk/id/eprint/20162
ISSN: 0040-4039
PURE UUID: 2a645917-2c56-4c11-b517-c9deecc86575
ORCID for R. C. D. Brown: ORCID iD orcid.org/0000-0003-0156-7087

Catalogue record

Date deposited: 20 Feb 2006
Last modified: 17 Jul 2017 16:29

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Contributors

Author: A. R. L. Cecil
Author: R. C. D. Brown ORCID iD

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