Journal
CHEMICAL SOCIETY REVIEWS
Volume 38, Issue 11, Pages 3061-3071Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b901170f
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Funding
- National Institutes of Health [GM080337]
- National Science Foundation [CHE-0750273]
- NATIONAL INSTITUTE OF GENERAL MEDICAL SCIENCES [R01GM080337] Funding Source: NIH RePORTER
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The metal catalyzed reactions of diazo compounds have been broadly used in organic synthesis. The resulting metal-carbenoid intermediates are capable of undergoing a range of unconventional reactions, and due to their high energy, they are ideal for initiating cascade sequences leading to the rapid generation of structural complexity. This tutorial review will give an overview of the most versatile reactions of donor/acceptor carbenoids, an exciting class of intermediates capable of highly selective reactions. This will include cyclopropanation, [4 + 3] cycloaddition, and C-H functionalization methodologies. The application of this chemistry to the synthesis of a range of natural products will be described.
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