Abstract
Giving reactions the names of their discoverers is an extraordinary tradition of organic chemistry. Nowadays, this phenomenon is much rarer, although already named historical reactions are still often developed. This is also true in the case of a broad branch of N-heterocyclic carbenes catalysis. NHCs allow many unique synthetic paths, including commonly known name reactions. This article aims to gather this extensive knowledge and compare historical reactions with current developed processes. Furthermore, this review is a great opportunity to highlight some of the unique applications of these procedures in the total synthesis of biologically active compounds. Hence, this concise article may also be a source of knowledge for scientists just starting their adventure with N-heterocyclic carbene chemistry.
Highlights
Organocatalytic strategies enabled by N-heterocyclic carbenes (NHCs) are still developing as unique reactions that allow carbon–carbon and carbon–heteroatom bond formation
NHC catalysis often enables highly stereoselective synthesis, which is important in the preparation of natural and/or biologically active compounds
One of One the key intermediate products was named value Breslow when Breslow published its mechanism of the key intermediate products was in honor of. This means that benzoin condensation can be considered a named in honor of Ronald Breslow (Scheme 2). This means that benzoin condensation canasbe name reaction the context ofin considered as ainname reaction the context of NHC catalysis
Summary
Organocatalytic strategies enabled by N-heterocyclic carbenes (NHCs) are still developing as unique reactions that allow carbon–carbon and carbon–heteroatom bond formation. NHC catalysis often enables highly stereoselective synthesis, which is important in the preparation of natural and/or biologically active compounds. It is hard to look for any article mostly emphasizing the role of N-heterocyclic carbene catalysis in the history of organic chemistry. It is worth summarizing and emphasizing the impact of NHC catalysis on the development of name reactions, often developed in the nineteenth century. This review contains a broad summary of name reactions enabled by NHCs. It is worth noting here that not all reactions are catalytic processes. This article compares historical reactions with contemporary organic chemistry, emphasizing NHC catalysis. It was possible to highlight the applications of developed procedures or show unique processes based, e.g., on photoinduced reactions
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