Journal
CHEMICAL SOCIETY REVIEWS
Volume 38, Issue 11, Pages 3160-3174Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b816705m
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Funding
- National Institutes of Health [CA70375]
- NATIONAL CANCER INSTITUTE [R01CA070375] Funding Source: NIH RePORTER
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The bicyclo[2.2.2]diazaoctane ring system is common to a number of highly biologically active secondary metabolites isolated from numerous species of fungi. In this tutorial review, we describe the varied synthetic approaches that have been employed to construct this ring system in the course of recent total synthesis endeavors, and this review should be of interest to synthetic organic chemists and natural product chemists. Detailed herein are a number of synthetic disconnections including intramolecular S(N)2' cyclizations, biomimetic Diels-Alder reactions, radical cyclizations, and cationic cascade reactions.
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