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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

The Retro Diels-Alder Reaction as a Valuable Tool for The Synthesis of Heterocycles

Author(s): Geza Stajer, Ferenc Csende and Ferenc Fulop

Volume 7, Issue 14, 2003

Page: [1423 - 1432] Pages: 10

DOI: 10.2174/1385272033486369

Price: $65

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Abstract

Applications of the retro Diels-Alder reaction (cycloreversion) under mild conditions for the laboratory preparation of heteromonocycles or condensed-ring heterocycles are reviewed. A new method utilizes diendo- or diexo-3-aminonorbornene-2-carboxylic acids and their derivatives for the formation of heterocyclic ring systems which are difficult to access by other routes or which can be prepared only in complicated multi-step procedures. The synthesis of substituted 1,3-dienes (e.g. furan derivatives) and O,N- or N,N-heterocycles (oxazoles, isoxazoles, pyrazoles, imidazoles, triazoles, pyrimidinones, oxazinones, pyridazinones etc) are discussed.

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