Synthesis of Cystine-Stabilised Dicarba Conotoxin EpI: Ring-Closing Metathesis of Sidechain Deprotected, Sulfide-Rich Sequences [PDF]
Marine Drugs, 2023 Recombinant peptide synthesis allows for large-scale production of peptides with therapeutic potential. However, access to dicarba peptidomimetics via sidechain-deprotected sequences becomes challenging with exposed Lewis basicity presented by amine and ...
Amy L. Thomson +2 more
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Ring-Closing Metathesis Approaches towards the Total Synthesis of Rhizoxins [PDF]
Molecules, 2020 Efforts are described towards the total synthesis of the bacterial macrolide rhizoxin F, which is a potent tubulin assembly and cancer cell growth inhibitor. A significant amount of work was expanded on the construction of the rhizoxin core macrocycle by
Marc Liniger +2 more
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Tandem Ring‐Opening–Ring‐Closing Metathesis for Functional Metathesis Catalysts [PDF]
Angewandte Chemie International Edition, 2016 AbstractUse of a tandem ring‐opening–ring‐closing metathesis (RORCM) strategy for the synthesis of functional metathesis catalysts is reported. Ring opening of 7‐substituted norbornenes and subsequent ring‐closing metathesis forming a thermodynamically stable 6‐membered ring lead to a very efficient synthesis of new catalysts from commercially ...
Amit A. Nagarkar +4 more
openaire +5 more sources
Kinetically E-selective macrocyclic ring-closing metathesis. [PDF]
Nature, 2017 Macrocyclic compounds are central to the development of new drugs, but preparing them can be challenging because of the energy barrier that must be surmounted in order to bring together and fuse the two ends of an acyclic precursor such as an alkene (also known as an olefin). To this end, the catalytic process known as ring-closing metathesis (RCM) has
Shen X +6 more
europepmc +6 more sources
Ring-closing metathesis of prochiral oxaenediynes to racemic 4-alkenyl-2-alkynyl-3,6-dihydro-2H-pyrans [PDF]
Beilstein Journal of Organic Chemistry, 2020 The prochiral 4-(allyloxy)hepta-1,6-diynes, optionally modified in the positions 1 and 7 with an alkyl or ester group, undergo a chemoselective ring-closing enyne metathesis yielding racemic 4-alkenyl-2-alkynyl-3,6-dihydro-2H-pyrans.
Viola Kolaříková +3 more
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Design and synthesis of C3-symmetric molecules bearing propellane moieties via cyclotrimerization and a ring-closing metathesis sequence [PDF]
Beilstein Journal of Organic Chemistry, 2018 We have developed an efficient synthetic strategy to assemble C3-symmetric molecules containing propellane moieties as end groups and a benzene ring as a central core. The synthesis of these C3-symmetric molecules involves simple starting materials.
Sambasivarao Kotha +2 more
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Enantioselective Ruthenium-Catalyzed Ring-Closing Metathesis [PDF]
Organic Letters, 2001 [reaction: see text] The first enantioselective ruthenium olefin metathesis catalysts have been prepared, and high enantiomeric excesses (up to 90%) are observed in the desymmetrization of achiral trienes. A model consistent with the stereochemical outcome of the reactions is described and suggests side-on olefin binding and reorganization of the ...
Seiders, T. Jon +2 more
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Synthesis of Dihydropyrano[3,2-c]pyrazoles via Double Bond Migration and Ring-Closing Metathesis [PDF]
Molecules, 2019 Three types of pyrazole-fused heterobicycles, i.e., 1,5-, 1,7-, and 2,5-dihydropyrano[3,2-c]pyrazoles, were synthesized from 4-allyloxy-1H-pyrazoles. A sequence of the Claisen rearrangement of 4-allyloxy-1H-pyrazoles, ruthenium-hydride-catalyzed double ...
Yoshihide Usami +5 more
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Bridgehead vicinal diallylation of norbornene derivatives and extension to propellane derivatives via ring-closing metathesis [PDF]
Beilstein Journal of Organic Chemistry, 2016 Here, we report a simple synthetic strategy to the bridgehead vicinal diallylation of norbornene derivatives. These substrates are useful to generate propellanes via ring-closing metathesis. Single-crystal X-ray diffraction analysis of four compounds led
Sambasivarao Kotha, Rama Gunta
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Stereodivergent approach in the protected glycal synthesis of L-vancosamine, L-saccharosamine, L-daunosamine and L-ristosamine involving a ring-closing metathesis step [PDF]
Beilstein Journal of Organic Chemistry, 2018 In this paper, a new access to several chiral 3-aminoglycals as potential precursors for glycosylated natural products is reported from a common starting material, (−)-methyl-L-lactate.
Pierre-Antoine Nocquet +8 more
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