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).

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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
Digital Object Identifier (DOI): doi:10.1016/j.tetlet.2004.08.023
ISSNs: 0040-4039 (print)
Keywords: oxidative cyclisation, 1, 6-dienes, permanganate, tetrahydropyran synthesistetrahydrofuran-containing fragments, 5-dienes, ionophores, stereochemistry, 5, 9-trienes, antibiotics, routes
Subjects:
ePrint ID: 20162
Date :
Date Event
20 September 2004Published
Date Deposited: 20 Feb 2006
Last Modified: 16 Apr 2017 22:59
Further Information:Google Scholar
URI: http://eprints.soton.ac.uk/id/eprint/20162

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