Index Catalog // ScholarsArchive@OSU

Himeradine A : synthetic efforts towards himeradine A and related natural products, a Michael reaction focused approach

Creator:: Collett, Nathan D.
Abstract:: Lycopodium alkaloids have generated enormous amounts of interest from the scientific community, both as synthetic targets and for their medicinal properties. Herein is described work towards a unifying approach to large segments of the Lycopodium family. An organocatalyzed intramolecular heteroatom Michael reaction method, for the construction of piperidine and piperizine...
Resource Type:: Dissertation
Full Text:: .; Carter, R. G. J. Org. Chem. 2013, 78, 4779-4800. 20 Carlson, E. C.; Rathbone, L. K.; Yang, H.; Collett

Studies toward the total synthesis of azaspiracid-1

Creator:: Kuiper, Damien L.
Abstract:: Azaspiracid has generated an enormous amount of scientific interest in the fourteen years since its initial discovery. The structure contains a 6,5,6 bis-spiroketal, a [3.3.1] bicyclic ketal and a 6,5-spiroaminal linkage as key moieties. With 9 rings, 20 stereocenters and three alkenes, the azaspiracid immediately attracted the interest of the...
Resource Type:: Dissertation
Full Text:: . Carter Azaspiracid has generated an enormous amount of scientific interest in the fourteen

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:: .; Carter, R. G.; Zakharov, L. N. J. Am. Chem. Soc. 2007, 129, 9109. (b) Ramachary, D. B.; Ramakumar, K

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:: Abstract approved: Rich G. Carter Effective methods for the enantiopure formation of

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:: appreciate all inputs and feedback I received from Professor James White, Professor Rich Carter, Dr. Keith

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:: H2O were measured (over 316-366 K) and activation parameters determined as ΔH‡ = 34.0 kcal mol–1 and

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:: , and ∆S‡ = +3.8, –27.9, –25.3 cal mol–1 K–1, respectively. The unique character of ∆H‡ and ∆S‡ values

Studies toward the total synthesis of sanglifehrin A

Creator:: Suttisintong, Khomson
Abstract:: Studies toward synthesis of subunits of sanglifehrin A, an immunosuppressant featuring a highly substituted [5,5]-spirolactam moiety as well as a 22-membered macrocycle are described. The macrolactone contains a peptidic backbone characterized by an unusual [beta]-substituted (S)-piperazic acid and (S)-m-hydroxyphenylalanine units. These studies resulted in the synthesis of advanced intermediate 358...
Resource Type:: Dissertation
Full Text:: committee members, Professor Rich G. Carter, Professor Paul R. Blakemore, Professor Kevin P. Gable and

Synthesis and catalytic applications of derivatives of 7,7'-dihydroxy-8,8'-biquinolyl (azaBINOL)

Creator:: Wang, Chao
Abstract:: The synthesis of axially chiral polyfunctional derivatives of 8,8'-biquinolyl was explored and the catalytic action of appropriate derivative types investigated in three separate processes: (1) the silylcyanation of carbonyl groups and imines, (2) alkylation of a glycine Schiff-base via phase transfer-catalysis, and (3) direct amide bond formation from simple amines...
Resource Type:: Dissertation
Full Text:: . Secondly, I would like to offer my thanks to my committee members Prof. Rich Carter, Prof. Kevin Gable

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

ScholarsArchive@OSU

Himeradine A : synthetic efforts towards himeradine A and related natural products, a Michael reaction focused approach

Studies toward the total synthesis of azaspiracid-1

Aryl acetylene substituent effects : the synthesis and application of biaryls

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

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

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

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

Studies toward the total synthesis of sanglifehrin A

Synthesis and catalytic applications of derivatives of 7,7'-dihydroxy-8,8'-biquinolyl (azaBINOL)

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

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