Title of article
Abnormal Claisen rearrangements of tetronates and stereoselective ring opening of intermediate spirocyclopropanes
Author/Authors
Schobert، نويسنده , , Rainer and Siegfried، نويسنده , , Sven and Gordon، نويسنده , , Gary and Mulholland، نويسنده , , Daniel and Nieuwenhuyzen، نويسنده , , Mark، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2001
Pages
4
From page
4561
To page
4564
Abstract
Thermal [2,3]-sigmatropic rearrangements of allyltetronates proceed via 3-(spirocyclopropyl)dihydrofuran-2,4-diones; in some cases these could be isolated and their cyclopropane rings stereoselectively opened with alcohols or water to give 3-(β-syn-alkoxy)tetronic acids. Treatment of a 5,5-disubstituted benzyltetronate with LDA also produced a 3-substituted tetronic acid by an anionic [1,3]-rearrangement.
Journal title
Tetrahedron Letters
Serial Year
2001
Journal title
Tetrahedron Letters
Record number
1645644
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