The Journal of Organic Chemistry

A route to linear, bridged, or spiro polycyclic compounds: sequential use of the intermolecular Diels-Alder reaction and radical cyclization

DLJ Clive, RJ Bergstra

Index: Clive, Derrick L. J.; Bergstra, Raymond J. Journal of Organic Chemistry, 1990 , vol. 55, # 6 p. 1786 - 1792

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Citation Number: 37

Abstract

The intermolecular Diels-Alder reaction in which either the diene or the dienophile carries a suitably located homolyzable substituent, such as a phenylseleno group, represents a convenient method for assembly of compounds that can undergo radical cyclization. The technique can be used to generate polycyclic structures that are fused in a linear, bridged, or spiro manner. The hetero Diels-Alder version is equally versatile in this connection.

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