Timed Diels-Alder reactions

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Date
1980-03-01
Authors
Kraus, George
Taschner, Michael
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Chemistry
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Abstract

In this paper a unique approach to the synthesis of polycyclic ring systems is disclosed. The approach features an intermolecular Diels-Alder reaction followed by an intramolecular Diels-Alder reaction where the regiochemistry of addition is controlled by substituents on the bisdiene and bisdienophile. This methodology has been applied to the synthesis of the fluorenone ring system.

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Reprinted (adapted) with permission from Journal of the American Chemical Society, 102(6); 1974-1977. Doi: 10.1021/ja00526a036. Copyright 1980 American Chemical Society.

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