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Ring-chain tautomerism in 2,2-bis(2-thienyl)tetrahydrofurans: preparation of [butene-2H5]-tiagabine

✍ Scribed by John M. Herbert; Trevor W. Mathers


Publisher
John Wiley and Sons
Year
2010
Tongue
French
Weight
98 KB
Volume
53
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

A concise preparation of [butene‐^2^H~5~]‐tiagabine hydrochloride starting from [^2^H~6~]‐γ‐butyrolactone is described. It was necessary to ring‐open the labeled γ‐butyrolactone precursor before the addition of 2‐thienyllithium to avoid cyclisation of the intermediate to a 2,2‐bis(2‐thienyl)tetrahydrofuran. Copyright © 2010 John Wiley & Sons, Ltd.


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