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New applications of the Michael reaction. An approach to the synthesis of gelsemine. Synthesis of taxane diterpenes

Part one describes a study undertaken to extend the synthetic application of the Michael reaction. This involved developing methodology that enabled construction of vicinal quaternary centers via the Michael reaction. In addition, factors influencing diastereoselectivity in additions of enolates to $\alpha$-(phenylthio)butenolide were examined. / A palladium-mediated approach to the alkaloid gelsemine is described in part two. New Lewis acid mediated carbonylation chemistry had to be developed for this project. This chemistry was applied to several representative examples to demonstrate its generality. / Part three relates the details of part of a total synthesis of taxusin, a simple taxane diterpene. The remainder of part three is devoted to a description of ongoing efforts towards the total synthesis of taxol, a potent antitumor agent and the most complex member of this class of compounds. / Source: Dissertation Abstracts International, Volume: 53-11, Section: B, page: 5729. / Major Professor: Robert Holton. / Thesis (Ph.D.)--The Florida State University, 1989.

Identiferoai:union.ndltd.org:fsu.edu/oai:fsu.digital.flvc.org:fsu_76803
ContributorsWilliams, Andrew David., Florida State University
Source SetsFlorida State University
LanguageEnglish
Detected LanguageEnglish
TypeText
Format354 p.
RightsOn campus use only.
RelationDissertation Abstracts International

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