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1

Groso, Emilia, and Corinna Schindler. "Recent Advances in the Application of Ring-Closing Metathesis for the Synthesis of Unsaturated Nitrogen Heterocycles." Synthesis 51, no. 05 (2019): 1100–1114. http://dx.doi.org/10.1055/s-0037-1611651.

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This short review summarizes recent advances relating to the application of ring-closing olefin-olefin and carbonyl-olefin metathesis reactions towards the synthesis of unsaturated five- and six-membered nitrogen heterocycles. These developments include catalyst modifications and reaction designs that will enable access to more complex nitrogen heterocycles.1 Introduction2 Expansion of Ring-Closing Metathesis Methods3 Evaluation of Catalyst Design4 Indenylidene Catalysts5 Unsymmetrical N-Heterocyclic Carbene Ligands6 Carbonyl-Olefin Metathesis7 Conclusions
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2

Bruneau, Christian, Cédric Fischmeister, Dalmo Mandelli, et al. "Transformations of terpenes and terpenoids via carbon–carbon double bond metathesis." Catalysis Science & Technology 8, no. 16 (2018): 3989–4004. http://dx.doi.org/10.1039/c8cy01152d.

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The review reports on transformations of unsaturated terpenes and terpenoids via olefin metathesis processes including ring closing metathesis of dienes, cross metathesis with functional olefins and ethenolysis, and ring opening metathesis as well as ring opening/cross metathesis.
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3

Chatterjee, A. K., F. D. Toste, S. D. Goldberg, and Robert H. Grubbs. "Synthesis of coumarins by ring-closing metathesis." Pure and Applied Chemistry 75, no. 4 (2003): 421–25. http://dx.doi.org/10.1351/pac200375040421.

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Investigations into olefin ring-closing metathesis (RCM) have led to a general method for the synthesis of coumarins. Catalysts with higher activity, such as the second-generation ruthenium catalyst, promote the intramolecular reaction between two-electron deficient olefins. This method allows for convenient access to a variety of coumarins substituted at both the 3- and 4-positions, as well as a tetrasubstituted example.
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4

Kinderman, Sape S., Jan H. van Maarseveen, Hans E. Schoemaker, Henk Hiemstra, and Floris P. J. T. Rutjes. "Enamide−Olefin Ring-Closing Metathesis." Organic Letters 3, no. 13 (2001): 2045–48. http://dx.doi.org/10.1021/ol016013e.

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5

Riehl, Paul S., Daniel J. Nasrallah, and Corinna S. Schindler. "Catalytic, transannular carbonyl-olefin metathesis reactions." Chemical Science 10, no. 44 (2019): 10267–74. http://dx.doi.org/10.1039/c9sc03716k.

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Transannular carbonyl-olefin metathesis reactions complement existing procedures for related ring-closing, ring-opening, and intermolecular carbonyl-olefin metathesis. This enables molecular editing of steroid-derived frameworks.
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6

Fogg, Deryn E. "Inside the black box — Perspectives on transformations in catalysis." Canadian Journal of Chemistry 86, no. 10 (2008): 931–41. http://dx.doi.org/10.1139/v08-103.

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Tandem catalysis and olefin metathesis are powerful tools in the development of sustainable synthetic practices. This Award Lecture describes our advances in designing new tandem metathesis-hydrogenation methodologies for the synthesis of “designer materials” and Ru-pseudohalide metathesis catalysts that amplify opportunities for tuning catalyst activity, selectivity, and lifetime. Also discussed is the operation of a previously unrecognized oligomerization-backbiting pathway in ring-closing metathesis of conformationally flexible α,ω-dienes, which has important implications for the sustainabl
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7

Ni, Shengjun, and Johan Franzén. "Carbocation catalysed ring closing aldehyde–olefin metathesis." Chemical Communications 54, no. 92 (2018): 12982–85. http://dx.doi.org/10.1039/c8cc06734a.

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8

Vidavsky, Yuval, and N. Gabriel Lemcoff. "Light-induced olefin metathesis." Beilstein Journal of Organic Chemistry 6 (November 23, 2010): 1106–19. http://dx.doi.org/10.3762/bjoc.6.127.

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Light activation is a most desirable property for catalysis control. Among the many catalytic processes that may be activated by light, olefin metathesis stands out as both academically motivating and practically useful. Starting from early tungsten heterogeneous photoinitiated metathesis, up to modern ruthenium methods based on complex photoisomerisation or indirect photoactivation, this survey of the relevant literature summarises past and present developments in the use of light to expedite olefin ring-closing, ring-opening polymerisation and cross-metathesis reactions.
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9

Karle, Michael, and Ulrich Koert. "ChemInform Abstract: Ring-Closing Olefin Metathesis." ChemInform 33, no. 18 (2010): no. http://dx.doi.org/10.1002/chin.200218260.

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10

Wappel, Julia, César A. Urbina-Blanco, Mudassar Abbas, et al. "Halide exchanged Hoveyda-type complexes in olefin metathesis." Beilstein Journal of Organic Chemistry 6 (November 23, 2010): 1091–98. http://dx.doi.org/10.3762/bjoc.6.125.

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The aims of this contribution are to present a straightforward synthesis of 2nd generation Hoveyda-type olefin metathesis catalysts bearing bromo and iodo ligands, and to disclose the subtle influence of the different anionic co-ligands on the catalytic performance of the complexes in ring opening metathesis polymerisation, ring closing metathesis, enyne cycloisomerisation and cross metathesis reactions.
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11

Sinclair, Fern, Mohammed Alkattan, Joëlle Prunet, and Michael P. Shaver. "Olefin cross metathesis and ring-closing metathesis in polymer chemistry." Polymer Chemistry 8, no. 22 (2017): 3385–98. http://dx.doi.org/10.1039/c7py00340d.

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The use of olefin cross metathesis in preparing functional polymers, through either pre-functionalisation of monomers or post-polymerisation functionalisation is growing in both scope and breadth, as discussed in this review article.
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12

Domon, Daisuke, Kenshu Fujiwara, Natsumi Kawamura, Ryo Katoono, Hidetoshi Kawai, and Takanori Suzuki. "A New Variant of Fused Cyclic Ether Synthesis Based on Ireland-Claisen Rearrangement and RCM." Natural Product Communications 8, no. 7 (2013): 1934578X1300800. http://dx.doi.org/10.1177/1934578x1300800718.

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A new variant of fused cyclic ether synthesis based on Ireland-Claisen rearrangement and ring-closing olefin metathesis (RCM) was developed. The Ireland-Claisen rearrangement and ring-closing olefin metathesis (RCM) was developed. The Ireland-Claisen rearrangement of a ( Z)-3-alkoxyprop-2-en-1-yl glycolate ester having a cyclic ether on the oxygen at C3 of the ( Z)-prop-2-en-1-yl group stereoselectively produced an anti-α,β-dialkoxyester which was successfully transformed to a fused bicyclic ether via a reaction sequence including RCM.
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13

Astruc, Didier, Abdou K. Diallo, Sylvain Gatard, et al. "Olefin metathesis in nano-sized systems." Beilstein Journal of Organic Chemistry 7 (January 19, 2011): 94–103. http://dx.doi.org/10.3762/bjoc.7.13.

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The interplay between olefin metathesis and dendrimers and other nano systems is addressed in this mini review mostly based on the authors’ own contributions over the last decade. Two subjects are presented and discussed: (i) The catalysis of olefin metathesis by dendritic nano-catalysts via either covalent attachment (ROMP) or, more usefully, dendrimer encapsulation – ring closing metathesis (RCM), cross metathesis (CM), enyne metathesis reactions (EYM) – for reactions in water without a co-solvent and (ii) construction and functionalization of dendrimers by CM reactions.
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14

Ma, Lina, Wenjuan Li, Hui Xi, et al. "FeCl3 -Catalyzed Ring-Closing Carbonyl-Olefin Metathesis." Angewandte Chemie 128, no. 35 (2016): 10566–69. http://dx.doi.org/10.1002/ange.201604349.

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15

Kinderman, Sape S., Jan H. van Maarseveen, Hans E. Schoemaker, Henk Hiemstra, and Floris P. J. T. Rutjes. "ChemInform Abstract: Enamide-Olefin Ring-Closing Metathesis." ChemInform 32, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.200141092.

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16

Ma, Lina, Wenjuan Li, Hui Xi, et al. "FeCl3 -Catalyzed Ring-Closing Carbonyl-Olefin Metathesis." Angewandte Chemie International Edition 55, no. 35 (2016): 10410–13. http://dx.doi.org/10.1002/anie.201604349.

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17

Lee, Choon Woo, and Robert H. Grubbs. "Stereoselectivity of Macrocyclic Ring-Closing Olefin Metathesis." Organic Letters 2, no. 14 (2000): 2145–47. http://dx.doi.org/10.1021/ol006059s.

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18

Lee, Choon Woo, and Robert H. Grubbs. "Stereoselectivity of Macrocyclic Ring-Closing Olefin Metathesis." Organic Letters 2, no. 16 (2000): 2558. http://dx.doi.org/10.1021/ol000167x.

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19

Song, James M., Erin E. Gallagher, Arya Menon, Lauren D. Mishra, and Amanda L. Garner. "The role of olefin geometry in the activity of hydrocarbon stapled peptides targeting eukaryotic translation initiation factor 4E (eIF4E)." Organic & Biomolecular Chemistry 17, no. 26 (2019): 6414–19. http://dx.doi.org/10.1039/c9ob01041f.

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20

Patrzałek, Michał, Aleksandra Zasada, Anna Kajetanowicz та Karol Grela. "Tandem Olefin Metathesis/α-Ketohydroxylation Revisited". Catalysts 11, № 6 (2021): 719. http://dx.doi.org/10.3390/catal11060719.

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EWG-activated and polar quaternary ammonium salt-tagged ruthenium metathesis catalysts have been applied in a two-step one-pot metathesis-oxidation process leading to functionalized α-hydroxyketones (acyloins). In this assisted tandem process, the metathesis catalyst is used first to promote ring-closing metathesis (RCM) and cross-metathesis (CM) steps, then upon the action of Oxone™ converts into an oxidation catalyst able to transform the newly formed olefinic product into acyloin under mild conditions.
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21

Lee, Jongbok, Bharath Bangalore Rajeeva, Tianyu Yuan, et al. "Thermodynamic synthesis of solution processable ladder polymers." Chemical Science 7, no. 2 (2016): 881–89. http://dx.doi.org/10.1039/c5sc02385h.

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22

Lee, Jongbok, Alexander J. Kalin, Chenxu Wang, Julia T. Early, Mohammed Al-Hashimi, and Lei Fang. "Donor–acceptor conjugated ladder polymer via aromatization-driven thermodynamic annulation." Polymer Chemistry 9, no. 13 (2018): 1603–9. http://dx.doi.org/10.1039/c7py02059g.

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23

Schmidt, Bernd. "Connecting catalytic cycles by organometallic transformations in situ: Novel perspectives in the olefin metathesis field." Pure and Applied Chemistry 78, no. 2 (2006): 469–76. http://dx.doi.org/10.1351/pac200678020469.

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Tandem sequences consisting of an olefin metathesis step and a subsequent non-metathesis reaction become accessible by organometallic transformations of the Ru-carbene species in situ. This contribution highlights some tandem sequences that rely on the conversion of the metathesis catalyst to Ru-hydrides, with special emphasis on the tandem ring-closing metathesis (RCM)-double-bond isomerization sequence.
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24

Edwards, Grant A., Phillip A. Culp, and Justin M. Chalker. "Allyl sulphides in olefin metathesis: catalyst considerations and traceless promotion of ring-closing metathesis." Chemical Communications 51, no. 3 (2015): 515–18. http://dx.doi.org/10.1039/c4cc07932a.

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Allyl sulphides provoke rapid olefin metathesis when matched with an appropriate catalyst. In relay metathesis, allyl sulphides can serve as traceless promoters that facilitate the synthesis of non-sulphide targets.
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25

Lee, Ho-Keun, Ki-Taek Bang, Andreas Hess, Robert H. Grubbs, and Tae-Lim Choi. "Multiple Olefin Metathesis Polymerization That Combines All Three Olefin Metathesis Transformations: Ring-Opening, Ring-Closing, and Cross Metathesis." Journal of the American Chemical Society 137, no. 29 (2015): 9262–65. http://dx.doi.org/10.1021/jacs.5b06033.

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26

Das, Aniruddha, Soumen Sarkar, Baitan Chakraborty, Abhishek Kar, and Umasish Jana. "Catalytic Alkyne/Alkene-Carbonyl Metathesis: Towards the Development of Green Organic Synthesis." Current Green Chemistry 7, no. 1 (2020): 5–39. http://dx.doi.org/10.2174/2213346106666191105144019.

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The construction of carbon-carbon bond through the metathesis reactions between carbonyls and olefins or alkynes has attracted significant interest in organic chemistry due to its high atomeconomy and efficiency. In this regard, carbonyl–alkyne metathesis is well developed and widely used in organic synthesis for the atom-efficient construction of various carbocycles and heterocycles in the presence of catalytic Lewis acids or Brønsted acids. On the other hand, alkene-carbonyl metathesis is recently developed and has been a topic of great importance in the field of organic chemistry because th
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27

Liu, Ruzhang, Hua Ge, Kuanwei Chen, and Huaiguo Xue. "Selectivity in Olefin-Intervened Macrocyclic Ring-Closing Metathesis." ACS Catalysis 8, no. 6 (2018): 5574–80. http://dx.doi.org/10.1021/acscatal.8b01084.

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28

Wang, Rui, Yi Chen, Mao Shu, et al. "AuCl 3 ‐Catalyzed Ring‐Closing Carbonyl–Olefin Metathesis." Chemistry – A European Journal 26, no. 9 (2020): 1941–46. http://dx.doi.org/10.1002/chem.201905199.

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29

Saá, Carlos. "Iron(III)-Catalyzed Ring-Closing Carbonyl-Olefin Metathesis." Angewandte Chemie International Edition 55, no. 37 (2016): 10960–61. http://dx.doi.org/10.1002/anie.201606300.

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30

Wang, Zhen J., W. Roy Jackson, and Andrea J. Robinson. "A simple and practical preparation of an efficient water soluble olefin metathesis catalyst." Green Chemistry 17, no. 6 (2015): 3407–14. http://dx.doi.org/10.1039/c5gc00252d.

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31

Buchowicz, Włodzimierz, Łukasz Banach, Radosław Kamiński, and Piotr Buchalski. "Axially chiral racemic half-sandwich nickel(ii) complexes by ring-closing metathesis." Dalton Transactions 46, no. 12 (2017): 3805–8. http://dx.doi.org/10.1039/c6dt04811k.

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32

Dahcheh, Fatme, and Douglas W. Stephan. "Bis-mixed-carbene ruthenium-thiolate-alkylidene complexes: synthesis and olefin metathesis activity." Dalton Transactions 44, no. 4 (2015): 1724–33. http://dx.doi.org/10.1039/c4dt03137g.

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A series of bis-carbene Ru-hydride species were prepared and subsequently shown to react with aryl-vinyl-sulfides to give the corresponding biscarbene-alkylidene complexes. The activities of these species for ring-opening metathesis polymerization, ring-closing and cross-metathesis are reported. While these systems are shown to exhibit modest metathesis activities, the reactivity is enhanced in the presence of BCl<sub>3</sub>.
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33

Reuter, Raphael, and Thomas R. Ward. "Profluorescent substrates for the screening of olefin metathesis catalysts." Beilstein Journal of Organic Chemistry 11 (October 12, 2015): 1886–92. http://dx.doi.org/10.3762/bjoc.11.203.

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Herein we report on a 96-well plate assay based on the fluorescence resulting from the ring-closing metathesis of two profluorophoric substrates. To demonstrate the validity of the approach, four commercially available ruthenium-metathesis catalysts were evaluated in six different solvents. The results from the fluorescent assay agree well with HPLC conversions, validating the usefulness of the approach.
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34

Gmeiner, Peter, Satish Wakchaure, Jürgen Einsiedel, and Reiner Waibel. "Conformationally Restricted Peptide Mimetics by Ring-Closing Olefin Metathesis." Synthesis 44, no. 17 (2012): 2682–94. http://dx.doi.org/10.1055/s-0032-1316758.

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35

FURSTNER, A. "ChemInform Abstract: Recent Advancements in Ring Closing Olefin Metathesis." ChemInform 29, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.199828333.

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36

Hagiwara, Hisahiro, Shohei Fujiwara, Chikako Iibachi, Toshio Suzuki, and Takashi Hoshi. "A Synthetic Approach Toward a Brominated Oxocane Labdane Diterpenoid Isolated From Laurencia obtusa." Natural Product Communications 15, no. 3 (2020): 1934578X2091286. http://dx.doi.org/10.1177/1934578x20912866.

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The synthesis of a labdane oxocane epoxy-alcohol is described starting from the Wieland–Miescher ketone derivative via ring closing olefin metathesis of a diene derivative, targeting the total synthesis of a brominated oxocane labdane diterpenoid isolated from Laurencia obtusa.
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37

Schultze, Christiane, and Bernd Schmidt. "Ring-closing-metathesis-based synthesis of annellated coumarins from 8-allylcoumarins." Beilstein Journal of Organic Chemistry 14 (December 5, 2018): 2991–98. http://dx.doi.org/10.3762/bjoc.14.278.

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8-Allylcoumarins are conveniently accessible through a microwave-promoted tandem Claisen rearrangement/Wittig olefination/cyclization sequence. They serve as a versatile platform for the annellation of five- to seven-membered rings using ring-closing olefin metathesis (RCM). Furano-, pyrano-, oxepino- and azepinocoumarins were synthesized from the same set of precursors using Ru-catalyzed double bond isomerizations and RCM in a defined order. One class of products, pyrano[2,3-f]chromene-2,8-diones, were inaccessible through direct RCM of an acrylate, but became available from the analogous all
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38

She, Jin, John W. Lampe, Alexandra B. Polianski, and Paul S. Watson. "Examination of the olefin–olefin ring closing metathesis to prepare Latrunculin B." Tetrahedron Letters 50, no. 3 (2009): 298–301. http://dx.doi.org/10.1016/j.tetlet.2008.10.144.

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39

Collins, Shawn K., and Yassir El-Azizi. "Development of quadrupolar engaging auxiliaries as novel gearing elements for macrocyclization." Pure and Applied Chemistry 78, no. 4 (2006): 783–89. http://dx.doi.org/10.1351/pac200678040783.

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The formation of various macrocyclic cyclophanes via ring-closing olefin metathesis is possible through the use of a pendant pentafluorobenzyl ester group. A quadrupolar interaction between the cyclophane core and the auxiliary is proposed to act as a gearing element facilitating cyclization. The development of these noncovalent interactions as gearing elements as well as the investigation of the effect of the site of metathesis upon the macrocyclization process is described.
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40

Chang, Sukbok, and Robert H. Grubbs. "A simple method to polyhydroxylated olefinic molecules using ring-closing olefin metathesis." Tetrahedron Letters 38, no. 27 (1997): 4757–60. http://dx.doi.org/10.1016/s0040-4039(97)01031-9.

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41

Mörgenthaler, Jutta M., та Dietrich Spitzner. "Ring-closing olefin metathesis reactions; synthesis of iso-β-bisabolol". Tetrahedron Letters 45, № 6 (2004): 1171–72. http://dx.doi.org/10.1016/j.tetlet.2003.12.004.

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42

Gupta, Manav, Songsu Kang, and Michael F. Mayer. "A double ring-closing olefin metathesis approach to [3]catenanes." Tetrahedron Letters 49, no. 18 (2008): 2946–50. http://dx.doi.org/10.1016/j.tetlet.2008.03.012.

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43

Neipp, Christopher E., and Stephen F. Martin. "A ring-closing olefin metathesis approach to bridged azabicyclic structures." Tetrahedron Letters 43, no. 10 (2002): 1779–82. http://dx.doi.org/10.1016/s0040-4039(02)00100-4.

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44

Yoshida, Kazuhiro, Fumihiro Kawagoe, Noriyuki Iwadate, Hidetoshi Takahashi, and Tsuneo Imamoto. "Ring-Closing Olefin Metathesis for the Synthesis of Benzene Derivatives." Chemistry – An Asian Journal 1, no. 4 (2006): 611–13. http://dx.doi.org/10.1002/asia.200600133.

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45

Sundararaju, Basker, Tailor Sridhar, Mathieu Achard, Gangavaram V. M. Sharma та Christian Bruneau. "Ring Closing and Macrocyclization of β-Dipeptides by Olefin Metathesis". European Journal of Organic Chemistry 2013, № 28 (2013): 6433–42. http://dx.doi.org/10.1002/ejoc.201300608.

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46

Lee, Choon Woo, and Robert H. Grubbs. "ChemInform Abstract: Formation of Macrocycles via Ring-Closing Olefin Metathesis." ChemInform 33, no. 9 (2010): no. http://dx.doi.org/10.1002/chin.200209161.

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47

Fukuda, Yu-ichi, Mitsuru Shindo, and Kozo Shishido. "Total Synthesis of (−)-Aspidospermine via Diastereoselective Ring-Closing Olefin Metathesis." Organic Letters 5, no. 5 (2003): 749–51. http://dx.doi.org/10.1021/ol034020s.

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48

Neipp, Christopher E., and Stephen F. Martin. "Synthesis of Bridged Azabicyclic Structures via Ring-Closing Olefin Metathesis." Journal of Organic Chemistry 68, no. 23 (2003): 8867–78. http://dx.doi.org/10.1021/jo0349936.

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49

Schmidt, Bernd, Michael Pohler, and Burkhard Costisella. "Ring-Closing Olefin Metathesis and Radical Cyclization as Competing Pathways." Journal of Organic Chemistry 69, no. 4 (2004): 1421–24. http://dx.doi.org/10.1021/jo0353942.

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50

Spitzner, D., та J. Zepf. "Synthesis of β-bisabolol by ring-closing olefin metathesis reaction". Natural Product Research 20, № 1 (2006): 99–102. http://dx.doi.org/10.1080/14786410500046331.

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