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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 35, 2005 - Issue 16
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Original Articles

Reductive Ring‐Opening Reaction of 2,3‐Epoxy‐1,4‐butanediones with SbCl3‐Bu4NI in the Presence of Na2S2O3·5H2O

Pages 2115-2124 | Received 13 Feb 2005, Published online: 18 Aug 2006
 

Abstract

1,4‐Disubstituted 2,3‐epoxy‐1,4‐butanediones were converted to 1,4‐disubstituted 2‐hydroxy‐1,4‐butanediones with SbCl3‐Bu4NI in the presence of Na2S2O3 · 5H2O. The ring opening of terminal epoxides can also be accomplished to afford the corresponding haloalcohol with SbCl3 and tetrabutylammonium halides, Bu4NX (X=Cl, Br, I) under the same reaction conditions.

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