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Issue 11, 2009
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Application of donor/acceptor-carbenoids to the synthesis of natural products

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Abstract

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.

Graphical abstract: Application of donor/acceptor-carbenoids to the synthesis of natural products

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Article information


Submitted
09 Jul 2009
First published
30 Sep 2009

Chem. Soc. Rev., 2009,38, 3061-3071
Article type
Tutorial Review

Application of donor/acceptor-carbenoids to the synthesis of natural products

H. M. L. Davies and J. R. Denton, Chem. Soc. Rev., 2009, 38, 3061
DOI: 10.1039/B901170F

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