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Issue 12, 2000
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The synthesis of mono- and bicyclic ethers via acid catalysed ring-opening cyclisation of tetrahydropyranyl ether derivatives

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Abstract

A range of monocyclic and bicyclic alkenols were synthesised via acid catalysed ring-opening cyclisation of homoallylic tetrahydropyranyl ether derivatives in excellent yield. Upon palladium catalysed hydrogenation these products were reduced with excellent diastereoselectivity to the corresponding saturated cyclic alcohols in essentially quantitative yield.

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Publication details

The article was received on 24 Nov 1999, accepted on 13 Apr 2000 and first published on 25 May 2000


Article type: Paper
DOI: 10.1039/A909302H
Citation: J. Chem. Soc., Perkin Trans. 1, 2000, 1829-1836
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    The synthesis of mono- and bicyclic ethers via acid catalysed ring-opening cyclisation of tetrahydropyranyl ether derivatives

    D. J. Dixon, S. V. Ley and E. W. Tate, J. Chem. Soc., Perkin Trans. 1, 2000, 1829
    DOI: 10.1039/A909302H

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