Abstract
Molecules containing bridged bicyclic systems, such as the (7-hetero)bicyclo[2.2.1]heptane ring system, are interesting synthetic targets because these systems are present in many molecules with biologically relevant activity. Common precursors for these sytems are the (7-hetero)nobornadienes. This review covers the different approaches used in the last ten years for the synthesis of (7-hetero)norbornadienes through Diels-Alder (D-A) cycloaddition between cyclic dienes and alkynes. The review also shows the synthetic applications of these [2.2.1]bicyclic systems as intermediates in the preparation of other relevant molecules.
Keywords: Alkyne dienophile, 7-azanorbornadiene, N-Boc-pyrrole, cyclopentadiene, furan, norbornadiene, 7-oxanorbornadiene, Diels-Alder cycloaddition.
Current Organic Chemistry
Title:Diels-Alder Approaches for the Synthesis of Bridged Bicyclic Systems: Synthetic Applications of (7-hetero)norbornadienes
Volume: 20 Issue: 22
Author(s): Elena Moreno-Clavijo, Ana T. Carmona, Inmaculada Robina and Antonio J. Moreno-Vargas
Affiliation:
Keywords: Alkyne dienophile, 7-azanorbornadiene, N-Boc-pyrrole, cyclopentadiene, furan, norbornadiene, 7-oxanorbornadiene, Diels-Alder cycloaddition.
Abstract: Molecules containing bridged bicyclic systems, such as the (7-hetero)bicyclo[2.2.1]heptane ring system, are interesting synthetic targets because these systems are present in many molecules with biologically relevant activity. Common precursors for these sytems are the (7-hetero)nobornadienes. This review covers the different approaches used in the last ten years for the synthesis of (7-hetero)norbornadienes through Diels-Alder (D-A) cycloaddition between cyclic dienes and alkynes. The review also shows the synthetic applications of these [2.2.1]bicyclic systems as intermediates in the preparation of other relevant molecules.
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Cite this article as:
Moreno-Clavijo Elena, Carmona T. Ana, Robina Inmaculada and Moreno-Vargas J. Antonio, Diels-Alder Approaches for the Synthesis of Bridged Bicyclic Systems: Synthetic Applications of (7-hetero)norbornadienes, Current Organic Chemistry 2016; 20 (22) . https://dx.doi.org/10.2174/1385272820666160215235737
DOI https://dx.doi.org/10.2174/1385272820666160215235737 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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