TiCl4 promoted three component coupling reaction: A new method for the synthesis of functionalized tetrahydrofurans and tetrahydropyrans

TiC14 promoted coupling of ethyl glyoxylate and dihydrofuran or dihydropyran provided oxonium ion intermediates which upon reaction with a nucleophilic trapping agent such as allyltrimethylsilane provided 2,3-disubstituted tetrahydrofurans and pyrans in good yields. The overall protocol constitutes...

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Bibliographic Details
Published in:Tetrahedron letters 1999-02, Vol.40 (6), p.1083-1086
Main Authors: Ghosh, Arun K., Kawahama, Reiko
Format: Article
Language:English
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Summary:TiC14 promoted coupling of ethyl glyoxylate and dihydrofuran or dihydropyran provided oxonium ion intermediates which upon reaction with a nucleophilic trapping agent such as allyltrimethylsilane provided 2,3-disubstituted tetrahydrofurans and pyrans in good yields. The overall protocol constitutes an efficient three component coupling reaction in one pot.
ISSN:0040-4039
DOI:10.1016/S0040-4039(98)02633-1