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Issue 4, 2002
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Asymmetric base-mediated epoxide isomerisation

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Abstract

The base-mediated rearrangement of epoxides into allylic alcohols is a well-known synthetic transformation. The first enantioselective version of the reaction using a chiral base was reported in 1980. Since then, the reaction has received a lot of attention mostly due to the great usefulness of chiral allylic alcohols in organic synthesis. Major breakthroughs in the area were the first report on using a sub-stoichiometric amount of chiral base, and the development of chiral bases for a true catalytic reaction protocol. The present review covers the time from when the first asymmetric epoxide isomerisation reaction was reported (1980) up to now, focusing on the period 1997–2001.

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Publication details

The article was received on 08 Mar 2002 and first published on 27 May 2002


Article type: Review Article
DOI: 10.1039/B104372M
Citation: Chem. Soc. Rev., 2002,31, 223-229
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    Asymmetric base-mediated epoxide isomerisation

    A. Magnus, S. K. Bertilsson and P. G. Andersson, Chem. Soc. Rev., 2002, 31, 223
    DOI: 10.1039/B104372M

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