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Electronically diverse carbenes

delete2025-07-10
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André B. Charette
DOI:10.1126/science.adz2592delete
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Abstract

Abstract

En 中文
Cyclopropanes—three-membered rings of carbon atoms—are important building blocks in synthetic chemistry, especially in medicines. These molecules are rigid, have three-demensional architecture, and exhibit good metabolic stability (1—3). An important intermediate for generating cyclopropane is a carbene—a carbon atom with two single bonds and two free electrons. Carbenes dictate the resulting side group (substituent) attached to a cyclopropane. Hence, the classes of cyclopropanes that are accessible by chemical reaction are limited by carbenes. Certain substituents of cyclopropanes—such as amino, alkoxy, or polyalkyl groups—cannot be directly synthesized from a carbene and require multiple reaction steps. For example, ticagrelor, which is a drug used to prevent stroke and heart attack, contains a synthetically challenging aminocyclopropane (4, 5). On page 183 of this issue, Nguyen et al. (6) report a universal strategy to obtain electronically diverse carbenes that can produce a library of cyclopropanes.

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Science cover
Science
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Université de Montréal
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