Search Results - "Rosenberg, Murray G."
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Carbene Routes to Cyclopropatetrahedrane
Published in Journal of organic chemistry (16-12-2022)“…The formation of cyclopropatetrahedrane (tetracyclo[2.1.0.01,3.02,4]pentane) via four different carbene reactions is computed using the…”
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Tricyclo[2.1.0.02,5]pent-3-ylidene: Stereoelectronic Control of Bridge-Flapping within a Nonclassical Nucleophilic Carbene
Published in Journal of organic chemistry (01-01-2021)“…Tricyclo[2.1.0.02,5]pent-3-ylidene is a carbene foreseen to rearrange to pyramidane (c-C4H4)C, a highly strained molecule featuring an inverted C atom…”
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Bent Singlet Cyclobutylcarbene: Computed Geometry, Properties, and Product Selectivity of a Nonclassical Carbene
Published in Journal of organic chemistry (20-09-2019)“…Ab initio computations of cyclobutylcarbene (c-C4H7CH) were performed using the UMP4(fc)/6-311++G(2df,2p)//UMP2(full)/6-311++G(d,p) theoretical model. The…”
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Competitive 1,2‑C Atom Shifts in the Strained Carbene Spiro[3.3]hept-1-ylidene Explained by Distinct Ring-Puckered Conformers
Published in Journal of organic chemistry (16-12-2016)“…Spiro[3.3]hept-1-ylidene is a markedly strained carbene reaction intermediate that was generated by high-vacuum flash pyrolysis (HVFP) of the corresponding…”
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Bromination and Accompanying Rearrangement of the Polycyclic Oxetane 2,4-Oxytwistane
Published in Journal of organic chemistry (19-09-2014)“…Bromination of the polycyclic oxetane 2,4-oxytwistane (rac-(1R,3S,4R,7S,9R,11S)-2-oxatetracyclo[5.3.1.03,11.04,9]undecane) was undertaken in order to form…”
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Intermolecular Reactions of a Foiled Carbene with Carbonyl Compounds: The Effects of Trishomocyclopropyl Stabilization
Published in Journal of organic chemistry (04-12-2015)“…endo-Tricyclo[3.2.1.02,4]oct-8-ylidene is a foiled carbene reaction intermediate. It was generated by thermolyzing Δ3-1,3,4-oxadiazoline precursors dissolved…”
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Intra- and Intermolecular Reaction Selectivities of γ-Substituted Adamantanylidenes
Published in Journal of organic chemistry (03-02-2012)“…A study of adamantanylidenes having a γ-substituent (R) was undertaken to gauge how inductive and steric effects of remotely positioned functional groups…”
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Inter- and Innermolecular Reactions of Chloro(phenyl)carbene
Published in Journal of organic chemistry (13-06-2003)“…Supramolecular photolyses of 3-chloro-3-phenyl-3H-diazirine (8) were performed within cyclodextrin (CyD) hosts to determine whether these toroidal inclusion…”
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Synthesis of (bicyclo[2.2.0]hex-1-yl)methanal and Arrhenius parameters for thermal rearrangement: Radical stabilizing effect of aldehyde substituents on highly strained CC bonds
Published in Tetrahedron letters (19-12-2024)“…[Display omitted] •First synthesis of (bicyclo[2.2.0]hex-1-yl)methanal.•Arrhenius parameters for thermal rearrangement to 2-methylenehex-5-enal.•Radical…”
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Reversal of Diastereoselectivities in Intra- and Intermolecular Reactions of 2-Adamantanylidenes Primarily Caused by Electron-Donating and Electron- Withdrawing Substituents on C5
Published in Organic letters (07-08-2003)“…A reversal of diastereoselectivity was observed for novel 5-(trimethylsilyl)adamantan-2-ylidene (1c) with regard to 5-hydroxyadamantan-2-ylidene (1a)…”
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Diastereoselective carbenes: Stereoelectronic control of bent singlet trans-2′-substituted cyclobutylcarbenes
Published in Tetrahedron letters (14-02-2018)“…[Display omitted] •Singlet cyclobutylcarbenes have :CH-groups that are bent toward the c-C4H7 rings.•Bending direction for trans-2′-substituted derivatives…”
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Insights into Regioselective Oxy (−O−) and Imino (−NH−) Group Insertions of 3-Nortricyclanone
Published in Journal of organic chemistry (25-01-2002)“…Lactam 4-azatricyclo[3.2.1.02,7]octan-3-one (16a) was proven to be formed in a previously reported reaction that claimed production of lactam…”
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Effect of Supramolecular Inclusion on the Selectivity of 3-Nortricyclanylidene
Published in Journal of organic chemistry (23-02-2001)Get full text
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Supramolecular carbene chemistry
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Dissertation -
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Supramolecular carbene chemistry
Published 01-01-2002“…Attempts were made to control the outcome of carbene reactions by including the corresponding 3H-diazirine precursors within the cavities of cyclodextrins…”
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Dissertation -
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Carbenes generated within cyclodextrins and zeolites
Published in Advances in Physical Organic Chemistry (2005)Get full text
Book Chapter -
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Carbenes in constrained systems. 4. Encapsulation of an asymmetric diazirine: Reactivity of 2-methylcyclohexanylidene
Published in Tetrahedron letters (06-05-1996)“…2-Methylcyclohexanylidene was generated from the corresponding diazirine within the cavities of α-, β- and γ-cyclodextrin by photolysis in the solid state. To…”
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Synthesis of a sterically congested diazirine: 2-azi-camphane
Published in Tetrahedron letters (09-09-1996)“…The synthesis of 2-azi-camphane has been achieved despite the fact that the spirocyclic carbon center is sterically congested. Although the yield is somewhat…”
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Constrained Carbenes
Published in European Journal of Organic Chemistry (01-12-2006)“…Carbenes traditionally have been used for cyclopropane synthesis but little else, since their reactions are difficult to control. However, the burgeoning…”
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