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Synthesis of furanoeremophilane sesquiterpenoids

Creator:: Shanmugham, Meenakshi Sundaram
Abstract:: Two approaches to the tricyclic core of the furanoeremophilane sesquiterpenoids are described. The first approach entails a projected Diels-Alder/retro Diels-Alder reaction of an acetylenic oxazole 64. Construction of the pivotal aldehyde 67 commenced from ketone 68. The acetyenic moiety was then introduced via a Felkin-Ahn addition of lithiopropyne to aldehyde...
Resource Type:: Dissertation
Full Text:: , Nick Drapela, Uwe Grether, Roger Hanselmann, Josh Hansen, Bryan Hauser, David IhIe, Scott Kemp, Linda

Studies towards the total synthesis of (-)-gymnodimine

Creator:: Wang, Guoqiang
Abstract:: Studies towards the total synthesis of (-)-gymnodimine (1), a marine neurotoxin with a unique molecular architecture and pronounced biological activity, are described. These studies resulted in a convergent approach to the advanced intermediate 315, containing the C3-C32 section of 1. Two synthetic routes were developed to construct the tetrahydrofuran subunit...
Resource Type:: Dissertation
Full Text:: Chow, Juris Fotins, Uwe Grether, Joshua D. Hansen, Bryan B. Hauser, David Ihie, Jungchul Kim, Eric A

Asymmetric synthesis of cyclopropanes via a "zipper reaction"

Creator:: Lincoln, Christopher M.
Abstract:: The rearrangement of a homoallyl cation to a cyclopropylcarbinyl cation is thought to play a role in the biogenesis of a variety of cyclopropane-containing natural products,¹ a hypothesis which has previously led to the design of successful biomimetic syntheses of several natural products.² The strategy underlying this approach to cyclopropane...
Resource Type:: Dissertation
Full Text:: 3.2.3 Formal Synthesis of FR-900848: C. K. Zercher ....................................... 113 3.3

Total synthesis of indole alkaloids: pt. 1. Asymmetric synthesis of (-)-ibogamine. pt. 2. An approach toward the synthesis of koumine

Creator:: Choi, Younggi
Abstract:: PART I. The preparation of (-)-ibogamine (1) in fourteen steps from benzoquinone and in 10% overall yield is a powerful illustration of the value of the asymmetric Diels-Alder reaction as a starting point in a multistep synthesis. All four cycloadducts, 70, 77, 84 and 96, obtained with the (S)-BINOL-TiCl₂ complex...
Resource Type:: Dissertation
Full Text:: Grether, Roger Hanselmann, Joshua D. Hansen, Carla Hassler, Bryan E. Hauser, Jian Hong, Peter Hrnciar

Approaches toward synthesis of the mycosporins

Creator:: Cammack, Janice H.
Abstract:: The mycosporins, formerly called P310's are secondary metabolites of fungi closely associated with fungal reproductive processes that require light. The structurally related iminomycosporins are found in marine plants and animals and may also have functions related to light. In this study, approaches toward the asymmetric synthesis of the mycosporins are...
Resource Type:: Dissertation
Full Text:: , Reddy, Craig, Rod, Roger, Bryan, Doreen, Mark, Roger, Mario, John, Jerry, Jack, Rod, Glady, Virginia

An approach toward the synthesis of euonyminol and cathedulin K- 19

Creator:: Shin, Hyunik
Abstract:: A synthetic approach toward the two major fragments of cathedulin K-19, euonyminol (4) and dimethyl cathate (69), was investigated. Synthesis of dimethyl cathate was accomplished in 3 steps starting from 73. Efforts directed towards the synthesis of euonyminol, a highly oxygenated dihydroagarofuran sesquiterpene, was advanced to a stage in which...
Resource Type:: Dissertation
Full Text:: exist as macrocyclic dilactones in which evoninic (14) or edulinic acid (6) are coupled to the C-3 and

Synthetic studies on natural products : Part I. The total synthesis of ±-euonyminol and ±-3,4-dideoxymaytol : Part II. The absolute configuration and enantioselective synthesis of curacin A

Creator:: Kim, Tae-Seong
Resource Type:: Dissertation
Full Text:: prepared during previous synthetic studies in our group. Removal of the C-1 protecting group from 96

Approaches to the synthesis of trichothecane sesquiterpenes

Creator:: Thomas, James Anthony
Resource Type:: Dissertation
Full Text:: generate the key C4-C,,carbon- carbon bond of trichodiene. Suitable 1,5 dienyl substrates were prepared

Studies toward the total synthesis of phorboxazole A

Creator:: Kuntiyong, Punlop
Abstract:: Studies toward the total synthesis of a highly potent cytotoxic marine natural product, phorboxazole A, were conducted and resulted in a route to an advanced intermediate, C4-C32, for this purpose. A key feature of our approach is the stereoselective synthesis of two cis-2,6-disubstituted tetrahydropyrans present in the macrolide portion of...
Resource Type:: Dissertation
Full Text:: Hansen, Carla Hassler, Bryan Hauser, Eric Hong, Peter Hrnciar, Scott Kemp, Linda Keown, Jungchul Kim

ScholarsArchive@OSU

Synthesis of furanoeremophilane sesquiterpenoids

Studies towards the total synthesis of (-)-gymnodimine

Asymmetric synthesis of cyclopropanes via a "zipper reaction"

Total synthesis of indole alkaloids: pt. 1. Asymmetric synthesis of (-)-ibogamine. pt. 2. An approach toward the synthesis of koumine

Approaches toward synthesis of the mycosporins

An approach toward the synthesis of euonyminol and cathedulin K- 19

Synthetic studies on natural products : Part I. The total synthesis of ±-euonyminol and ±-3,4-dideoxymaytol : Part II. The absolute configuration and enantioselective synthesis of curacin A

Approaches to the synthesis of trichothecane sesquiterpenes

Studies toward the total synthesis of phorboxazole A

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