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Feature Article

Chem. Commun., 2008, 5883 - 5895, DOI: 10.1039/b810394a

Evolution of multi-component anion relay chemistry (ARC): construction of architecturally complex natural and unnatural products

Amos B. Smith, III and William M. Wuest

Efficient construction of architecturally complex natural and unnatural products is the hallmark of organic chemistry. Anion relay chemistry (ARC)—a multi-component coupling protocol—has the potential to provide the chemist with a powerful synthetic tactic, enabling efficient, rapid elaboration of structurally complex scaffolds in a single operation with precise stereochemical control. The ARC tactic can be subdivided into two main classes, comprising the relay of negative charge either through bonds or through space, the latter with aid of a transfer agent. This review will present the current state of through-space anion relay, in conjunction with examples of natural and unnatural product syntheses that illustrate the utility of this synthetic method.

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