4.6 Article

The cycloaddition strategy for the synthesis of natural products containing carbocyclic seven-membered rings

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 13, Pages 3438-3447

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501083

Keywords

cycloaddition; cyclopropene; natural products; oxyallyl cations; seven-membered rings

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Highly substituted carbocyclic seven-membered rings are frequently found in natural products and their synthesis represents a significant challenge to the synthetic chemist. Direct intramolecular cyclization of these systems often proves difficult and this fact has catalyzed the development of a variety of strategies based on a convergent intermolecular cycloaddition strategy. This concept article discusses the major cycloaddition approaches utilized to access these types of structures and primarily focuses on examples employed in the synthesis of natural products.

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