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A Ring-Closing Metathesis (RCM) ..
Ring closing metathesis (RCM) has evolved into one of those coveted “predictable” reactions in organic synthesis. Sure, there are things that can go wrong, but for forming unstrained rings, it’s a great way to go.
In 2005 and 2006, researchers published what they claimed was the first reported scale-up of a ring-closing metathesis (RCM) reaction to make a macrocyclic hepatitis C protease inhibitor called BILN 2061 ( and ). Although the synthetic approach was highly desirable, the researchers had to deal with some serious problems to scale it up.
Untitled Document - Yonsei University
A review. The olefin metathesis reaction is an elegant chem. transformation that entails the metal-carbene-catalyzed cleavage and reassembly of carbon-carbon double bonds. Although simple at first glance, this reaction can be applied in an enormous variety of synthetically useful permutations, such as ring closing metathesis (RCM), cross metathesis (CM), acyclic diene metathesis polymn. (ADMET), and ring-opening metathesis polymn. (ROMP). For this reason, olefin metathesis has become a valuable tool for the prepn. of mols. in org., inorg., biochem., medicinal, polymer, and materials chem. This chapter is concerned specifically with olefin metathesis reactions catalyzed by ruthenium-carbene complexes, mainly because of their great success during recent years. We begin with an overview of these catalysts, and then focus on mechanistic considerations that are important for understanding the reactivity profiles of various catalyst derivs. The second part of the chapter deals with applications of ruthenium-catalyzed olefin metathesis, esp. RCM, CM, and combination processes in org. synthesis. [on SciFinder(R)]
The Chemical Record 2016 , 16 , 124
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