Issue 12, 2000

The synthesis of mono- and bicyclic ethersvia acid catalysed ring-opening cyclisation of tetrahydropyranyl ether derivatives

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.

Article information

Article type
Paper
Submitted
24 Nov 1999
Accepted
13 Apr 2000
First published
25 May 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 1829-1836

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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