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Metathesis Reactions in Total Synthesis

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TLDR
Examples of total syntheses in which metathesis reactions of olefins, enynes, and alkynes played a crucial role and which imparted to these endeavors certain elements of novelty, elegance, and efficiency are highlighted.
Abstract
With the exception of palladium-catalyzed cross-couplings, no other group of reactions has had such a profound impact on the formation of carbon-carbon bonds and the art of total synthesis in the last quarter of a century than the metathesis reactions of olefins, enynes, and alkynes. Herein, we highlight a number of selected examples of total syntheses in which such processes played a crucial role and which imparted to these endeavors certain elements of novelty, elegance, and efficiency. Judging from their short but impressive history, the influence of these reactions in chemical synthesis is destined to increase.

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Cascade reactions in total synthesis.

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References
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Journal ArticleDOI

N-heterocyclic carbenes: a new concept in organometallic catalysis.

TL;DR: N-Heterocyclic carbenes have become universal ligands in organometallic and inorganic coordination chemistry as mentioned in this paper, and they not only bind to any transition metal, be it in low or high oxidation states, but also to main group elements such as beryllium, sulfur, and iodine.
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The Development of L2X2RuCHR Olefin Metathesis Catalysts: An Organometallic Success Story

TL;DR: The discussion includes an analysis of trends in catalyst activity, a description of catalysts coordinated with N-heterocyclic carbene ligands, and an overview of ongoing work to improve the activity, stability, and selectivity of this family of L2X2Ru=CHR complexes.
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Synthesis and activity of a new generation of ruthenium-based olefin metathesis catalysts coordinated with 1,3-dimesityl-4,5-dihydroimidazol-2-ylidene ligands.

TL;DR: These air- and water-tolerant complexes were shown to exhibit an increased ring-closing metathesis activity at elevated temperature when compared to that of the parent complex 2 and the previously developed complex 3.
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Synthesis and Applications of RuCl2(CHR‘)(PR3)2: The Influence of the Alkylidene Moiety on Metathesis Activity

TL;DR: In this paper, the reactions of RuCl2(PPh3)3 with a number of diazoalkanes were surveyed, and alkylidene transfer was observed for RCHN2 and various para-substituted aryl diazalkanes p-C6H4X CHN2.
Journal ArticleDOI

Recent advances in olefin metathesis and its application in organic synthesis

TL;DR: In this paper, a review of recent advances in olefin metathesis focusing on the areas of ring-closing olefi cation (RCM) and cross-metathesis is presented.
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