The use of a total synthesis of taxol for producing a supply of taxol, while not a viable option at the present, may someday aid in the development of second generation taxoid drugs that are more potent and have less side-effects. This dissertation will describe synthetic studies undertaken by this researcher towards the total synthesis of taxol. The research described in Part I and Part II will cover photochemical studies designed to address the problem of synthesis of the D-ring oxetanol of taxol. The Norrish II photocyclization of a C-ring $\alpha$-methoxy ketone to produce an oxetanol will be discussed in Part I, and a Paterno-Buchi photocyclization of an aldehyde and an enol acetate will be discussed in Part II. In Part III, a methodology for the oxidation of C-9 and C-10 of taxol using a protocol based on the benzeneseleninic anhydride oxidation of an enolate via a 2,3 sigmatropic rearrangement is described. / Source: Dissertation Abstracts International, Volume: 55-09, Section: B, page: 3892. / Major Professor: Robert A. Holton. / Thesis (Ph.D.)--The Florida State University, 1994.
| Identifer | oai:union.ndltd.org:fsu.edu/oai:fsu.digital.flvc.org:fsu_77282 |
| Contributors | Smith, Chase C., Florida State University |
| Source Sets | Florida State University |
| Language | English |
| Detected Language | English |
| Type | Text |
| Format | 618 p. |
| Rights | On campus use only. |
| Relation | Dissertation Abstracts International |
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