Nonstereospecific 1,3-dipolar cycloadditions - LUMOdipole-HOMOdipolarophile controlled reactions

Weber, Andreas and Sauer, Jürgen (1998) Nonstereospecific 1,3-dipolar cycloadditions - LUMOdipole-HOMOdipolarophile controlled reactions. TETRAHEDRON LETTERS, 39 (8). pp. 807-810. ISSN 0040-4039

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Abstract

FMO-theory predicts a two-step mechanism accompanied by nonstereospecificity for 1,3-dipolar cycloadditons if one HOMO-LUMO interaction dominates the other one. R. Huisgen proved this phenomenon for the combination of electron-rich thiocarbonyl ylides with electron-poor dipolarophiles. For the first time we report on nonstereospecific reactions of electron-poor 1,3-dipoles 1 and 5 with the electron-rich trans-enamine 2. (C) 1998 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: STABLE AZOMETHINE YLIDES; CYCLO-ADDITIONS
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Depositing User: Dr. Gernot Deinzer
Date Deposited: 28 Feb 2023 08:43
Last Modified: 28 Feb 2023 08:43
URI: https://pred.uni-regensburg.de/id/eprint/50077

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