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Intramolecular 1,3-dipolar cycloadditions of norbornadiene-tethered nitrones.
Geoffrey K. Tranmer,William Tam +1 more
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In this paper, an efficient route to the synthesis of norbornadiene-tethered nitrones has been developed, and their intramolecular 1,3-dipolar cycloadditions were studied.Abstract:
Efficient routes to the synthesis of norbornadiene-tethered nitrones have been developed, and their intramolecular 1,3-dipolar cycloadditions were studied. The cycloadditions occurred in moderate to good yields for a variety of substrates and were found to be highly regio- and stereoselective, giving single regio- and stereoisomers in most cases.read more
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Ring-opening metathesis polymerization-based synthesis of polymeric nanoparticles for enhanced tumor imaging in vivo: Synergistic effect of folate-receptor targeting and PEGylation.
Koji Miki,Kazuaki Oride,Satoru Inoue,Yoshiaki Kuramochi,Rati Ranjan Nayak,Hideki Matsuoka,Hiroshi Harada,Masahiro Hiraoka,Kouichi Ohe +8 more
TL;DR: The PEGylation and folate conjugation can synergistically improve the in vivo tumor site selectivity of ROMP-based copolymers and improve the stability of the self-assemblies in aqueous medium as well as the tumor sites selectivity in vivo.
Journal ArticleDOI
Molybdenum-mediated cleavage reactions of isoxazoline rings fused in bicyclic frameworks.
Geoffrey K. Tranmer,William Tam +1 more
TL;DR: These molybdenum-mediated cleavage reactions of isoxazoline rings fused in bicyclic frameworks provide a novel stereoselective synthesis of substitutedcyclopentene rings, cyclopentane rings, and attached-ring systems.
Journal ArticleDOI
Tuning the Regioselectivity of Gold-Catalyzed Internal Nitroalkyne Redox: A Cycloisomerization and [3 + 2]-Cycloaddition Cascade for the Construction of spiro-Pseudoindoxyl Skeleton
TL;DR: A simple domino process for the construction of the tricyclic core present in the spiro-pseudoindoxyl natural products has been developed, which molds a linear precursor into a tricyCLic system with complete step, atom, and redox economy.
Journal ArticleDOI
Ruthenium-catalyzed [2 + 2] cycloadditions between 7-substituted norbornadienes and alkynes: an experimental and theoretical study.
TL;DR: The results on the relative rate of different 7-substituted norbornadienes in the Ru-catalyzed [2 + 2] cycloadditions with an alkyne indicated that the reactivity of the alkene component decreases dramatically as the alkenes becomes more electron deficient.
Journal ArticleDOI
Tandem cyclization-cycloaddition behavior of rhodium carbenoids with carbonyl compounds: stereoselective studies on the construction of novel epoxy-bridged tetrahydropyranone frameworks.
Sengodagounder Muthusamy,Srinivasarao Arulananda Babu,Chidambaram Gunanathan,Bishwajit Ganguly,Eringathodi Suresh,Parthasarathi Dastidar +5 more
TL;DR: The calculations revealed that a severe steric interaction caused by the phenyl rings present in dipolarophile 34 with dipole 14a increases the activation barrier of the transition state during the cycloaddition process.
References
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Rapid chromatographic technique for preparative separations with moderate resolution
Abstract: (11) Potassium ferricyanide has previously been used to convert w'c-1,2-dicarboxylate groups to double bonds. See, for example, L. F. Fieser and M. J. Haddadln, J. Am. Chem. Soc., 86, 2392 (1964). The oxidative dldecarboxylation of 1,2-dlcarboxyllc acids is, of course, a well-known process. See Inter alia (a) C. A. Grob, M. Ohta, and A. Weiss, Helv. Chim. Acta, 41, 1911 (1958); and (b) E. N. Cain, R. Vukov, and S. Masamune, J. Chem. Soc. D, 98 (1969).
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Asymmetric 1,3-Dipolar Cycloaddition Reactions
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Transition Metal-Mediated Cycloaddition Reactions
TL;DR: The phytochemical remains of the seven-membered ring formation are still under investigation, but it is clear that the polymethine content of the ring is lower than previously thought, suggesting that it is more likely to be a mixture of 22π and 32σ.
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Pyridinium p-toluenesulfonate. A mild and efficient catalyst for the tetrahydropyranylation of alcohols
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The Reactions of Primary Nitroparaffins with Isocyanates1
Teruaki Mukaiyama,Toshio Hoshino +1 more