Font Size: a A A

Synthetic studies toward total synthesis of rhizoxin and polypropionate stereopentads using cycloheptadienyl sulfone

Posted on:2004-06-13Degree:Ph.DType:Thesis
University:Purdue UniversityCandidate:Kim, In ChulFull Text:PDF
GTID:2461390011459639Subject:Chemistry
Abstract/Summary:
Rhizoxin is a potent anti-cancer agent currently being tested in human clinical trials. New methodology via symchiral cycloheptadienyl sulfone was developed that would allow synthetic access to anticancer agents. Synthesis of key segments of rhizoxin; C12–C18 and C3–C9 was studied for ultimately its total synthesis. Especially cycloheptadienyl stereodiads were used as precursors of termini-differentiated seven carbon arrays of stereotetrads and stereopentads. New efficient ways to various polypropionate stereopentads were investigated.
Keywords/Search Tags:Stereopentads, Cycloheptadienyl, Synthesis
Related items
Alkaloid synthesis using N-acylpyridinium salts as building blocks: Progress towards the total synthesis of (-)-FR901483 and synthesis of novel polyheterocyclic compounds
Green chemistry in pyrrole synthesis. I. Solvent effect in Barton-Zard pyrrole synthesis: An improved synthesis of 3,4-dialkyl-1H-pyrrole-2-carboxylates. II. A novel route for the synthesis of pharmaceutically important pyrrole derivatives
Part I: Design, synthesis, and reactivity of 1-hydrazinodienes for use in organic synthesis Part II: Studies toward a synthesis of the antibiotic platensimycin
Manganese(III)-based oxidative cyclizations: Formal synthesis of 15-acetoxypallescensin A. Synthesis of hindered guanidines. Completion of the total synthesis of martinellic acid
Synthesis, Characterization And Luminescence Properties Of Environmental Functional Material β-NaYF4 Doped With Rare Earth
Part I: The total synthesis of (+/-)-securinine and (+/-)-allosecurinine and synthetic strategies for a second generation synthesis of the securinega alkaloids and Part II: The use of (+)-K252a in the semi-synthesis of indolocarbazole natural products and
New methods and strategies for heterocycle synthesis: Progress toward the total synthesis of upenamide and the total synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB
Synthesis of side chain-modified iodothyronines. Synthesis and structure-activity relationships (SARS) of galanthamine derivatives. Total synthesis of (+)-valyldetoxinine. Synthesis and mechanism of cyclic acetal and ketal formation in pentono-1,4-lactone
The application of asymmetric catalysis to the synthesis of natural products: A total synthesis of (-)-tubulosine, progress towards a total synthesis of (+)-reserpine, and a total synthesis of (+)-peloruside A
10 A ring-closing metathesis/Diels-Alder approach to the synthesis of the eunicellin diterpenes: Application to the total synthesis of ophirin B and partial synthesis of astrogorgin