Index Catalog // ScholarsArchive@OSU

Graphite intercalation compounds containing fluoroanions

Creator:: Katinonkul, Watcharee
Abstract:: New chemical synthesis strategies have been investigated for the preparation of acceptor-type graphite intercalation compounds (GIC's) with fluoroanions in order to obtain new materials and to develop a better understanding of the synthetic approaches and properties of the products. New GIC's containing borate chelate anion such as bis(oxalato)borate, CxB[OC(O)C(O)O]₂•δF, are...
Resource Type:: Dissertation
Full Text:: properties of the products. New GIC’s containing borate chelate anion such as bis(oxalato)borate, CxB[OC(O

Stereospecific Synthesis of Stereotriad Motifs and Alkenes Using Enantioenriched sp³-Hybridized Carbenoids

Creator:: Xun, Sun
Abstract:: Enantioenriched sp³-hybridized carbenoid reagents CR1R2MX (X = nucleofuge, M = electrofuge) of different types were investigated for the synthesis of polysubstituted alkyl chains by iterative stereospecific reagent-controlled homologation (StReCH) and for the stereospecific connective synthesis of alkenes by eliminative cross-coupling. In the first part, putative enantioenriched α-chloroalkyllithiums (CHRLiCl) were employed...
Resource Type:: Dissertation
Full Text:: controlled homologations[39] (Scheme 6). p-tol S O Cl 20 Bn BuLi THF, -78ºC Li Cl 21 Bn

Analysis of the mechanism of sulfoxide-lithium exchange and the reactive intermediate in stereospecific reagent-controlled homologation (StReCH)

Creator:: Hoyt, Amanda
Abstract:: The stereospecific reagent-controlled homologation (StReCH) of boronic esters with enantioenriched carbenoid species generated in situ by the addition of organolithium initiators to stereodefined α-chloroalkyl aryl sulfoxides was previously reported. The reaction of an organolithium with an α-chloroalkyl aryl sulfoxide ostensibly generates an α-chloroalkyllithium via sulfoxide-lithium exchange; however, the true nature...
Resource Type:: Masters Thesis
Full Text:: (±)-(4R*,5R*)-4,5-diphenyl-1,3,2-dioxaborolanes [RB[O(CHPh)2O], R = CH2CH2Bn, c-C6H11, and Ph) with

Atropisomeric 8,8'-biquinolyl derivatives : synthesis, properties and applications

Creator:: Milicevic, Selena D.
Abstract:: 7,7'-Dihydroxy-8,8'-biquinolyl (azaBINOL) was prepared from 7-hydroxyquinoline via N,N-dimethyl O-quinol-7-yl carbamate by directed ortho-metallation followed by FeCl₃-mediated oxidative coupling of the 8-lithioquinoline intermediate. Saponification of the resulting dicarbamate provided crystalline (±)-azaBINOL in 56% overall yield. 6,6'-Bis(dimethylaminocarbonyl)-7,7'-dihydroxy-8,8´-biquinolyl was prepared from the same dicarbamate by a double anionic-Fries rearrangement in 43% yield. 7,7'-Bis(diethylamino-carbonyloxy)-6,6'-diiodo-8,8´-biquinolyl...
Resource Type:: Dissertation
Full Text:: via N,N-dimethyl O-quinol-7-yl carbamate by directed ortho-metallation followed by FeCl3-mediated

Development of organocatalyzed, intramolecular heteroatom Michael addition and application towards alkaloid synthesis

Creator:: Carlson, Erik
Abstract:: Effective methods for the enantiopure formation of substituted piperidine rings are significantly important due to their presence in alkaloid products. A valuable method to form these ring systems would be via an intramolecular heteroatom Michael addition from the corresponding enone or enal. Described herein is a methodolgy that has been...
Resource Type:: Masters Thesis
Full Text:: this reaction gave the desired piperidine ring in 86% yield and 92% ee. One key step is the Ti(O

Stereoselective synthesis & application of enantioenriched main group α-haloalkyl organometal reagents

Creator:: Emerson, Christopher R.
Abstract:: Sulfoxide-ligand exchange (SLE) and asymmetric halogen-metal exchange (AHME) processes were separately examined for the enantioselective synthesis of functionalized alpha-haloalkylmetal (carbenoid) reagents. Carbenoids derived from SLE were used to effect stereospecific reagent-controlled homologation (StReCH) of boronic esters and those generated via AHME were engaged in Darzens-type chemistry with aldehydes. Abstract for...
Resource Type:: Dissertation
Full Text:: . Abstract for Part 1. Scalemic syn alpha-chloroalkylsulfoxides p-TolS(O)CHClR [R = allyl, (1,3-dioxolan-2

Stereocontrolled Synthesis of Allenes by Eliminative Cross-Coupling of Carbenoids

Creator:: Cao, Yang
Abstract:: The bimolecular reaction of two carbenoid species resulting in the formation of a carbon-carbon double bond (pi-system), referred to herein as carbenoid eliminative cross-coupling (CEXC), involves a series of three fundamental steps: (i) ate-complex formation (transmetalation), (ii) 1,2-metalate rearrangement, and (iii) beta-elimination. All three steps are stereospecific and so the...
Resource Type:: Dissertation
Full Text:: to acetylenic moiety.39 The most encountered α-heteroatoms include O-, S-, N-, P-, Sn-atoms. For

Aryl acetylene substituent effects : the synthesis and application of biaryls

Creator:: Naffziger, Michael R.
Abstract:: The work described herein details the synthesis and application of biphenyls that probe the effects of hydrogen, Cl / Br, and methyl substituents on the aryl ring of the terminal acetylenic carbon. From this work, we successfully developed the rapid synthesis of phenyl acetylenes in 3-4 steps from inexpensive commercially...
Resource Type:: Masters Thesis
Full Text:: ...................................................................... 6 2.1 Synthesis of o-nitrobenzaldehydes............................................... 7 2.2

Scaffold reactivity and large scale Synthesis of organocatalyzed Yamada-Otani Condensation product and investigation of the synthesis and properties of axially chiral 8,8'-biquinolyls and 8-(naphtha-1-yl)quinolines

Creator:: Banerjee, Somdev
Abstract:: In Part I, (4S,5R)-4,5-dimethyl-4-phenylcyclohex-2-enone (19a) was prepared in 73% yield with high enantio- and diastereo-selectivity (er > 98:2, dr > 20:1) on a multigram scale by a Yamada-Otani condensation between (E)-pent-3-en-2-one and 2-phenylpropanal catalyzed by a sulfonimide derivative of (S)-proline (18, HuaCat®). Synthetically useful transformations of the cyclohexenone product 19a...
Resource Type:: Dissertation
Full Text:: steps and 49% yield from N,N-diethyl O-(7-hydroxy-8-iodoquinolyl) carbamate via Suzuki coupling with

Part I: Synthesis and evaluation of synosutine as an inhibitor of serotonin, norepinephrine, and dopamine transporters Part II: Asymmetric approach to the tetracyclic core of neomangicol A

Creator:: Juniku, Rajan B.
Abstract:: Part I: Racemic and asymmetric syntheses of a new substance with prospective antidepressant properties were achieved. In vitro assays with synthetic racemates (±)-25 and (±)-26 suggested that the former is a relatively selective inhibitor of serotonin transporter whereas the latter is a more balanced inhibitor of both serotonin and norepinephrine...
Resource Type:: Dissertation
Full Text:: O O H 38 33 39 O H H H O S S (S) O BBu (S) Me2N Me2N O O 35 36 O H H H O S (R

ScholarsArchive@OSU

Graphite intercalation compounds containing fluoroanions

Stereospecific Synthesis of Stereotriad Motifs and Alkenes Using Enantioenriched sp³-Hybridized Carbenoids

Analysis of the mechanism of sulfoxide-lithium exchange and the reactive intermediate in stereospecific reagent-controlled homologation (StReCH)

Atropisomeric 8,8'-biquinolyl derivatives : synthesis, properties and applications

Development of organocatalyzed, intramolecular heteroatom Michael addition and application towards alkaloid synthesis

Stereoselective synthesis & application of enantioenriched main group α-haloalkyl organometal reagents

Stereocontrolled Synthesis of Allenes by Eliminative Cross-Coupling of Carbenoids

Aryl acetylene substituent effects : the synthesis and application of biaryls

Scaffold reactivity and large scale Synthesis of organocatalyzed Yamada-Otani Condensation product and investigation of the synthesis and properties of axially chiral 8,8'-biquinolyls and 8-(naphtha-1-yl)quinolines

Part I: Synthesis and evaluation of synosutine as an inhibitor of serotonin, norepinephrine, and dopamine transporters Part II: Asymmetric approach to the tetracyclic core of neomangicol A

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