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https://hdl.handle.net/2440/37771
Type: | Thesis |
Title: | Synthesis of dehydroperloline and of lactam antagonists of gamma - aminobutyric acid ( GABA ) |
Author: | Thach, Duong |
Issue Date: | 1976 |
School/Discipline: | Department of Organic Chemistry |
Abstract: | Part I of this thesis describes the synthesis of dehydro - perloline ( 3 ), a non basic material obtained from the degradation of the alkaloid perloline ( 1 ), the major alkaloid of New Zealand rye grass. Since a crucial reaction in this sequence involved a Schmidt reaction of fluorenols 4 or 5, some of the mechanistic aspects of this reaction have been investigated. Part II describes the synthesis of caprolactam derivatives 7 with the aim at finding new antagonists or analogues of the CNS inhibitory transmitter, gamma - aminobutyric acid ( GABA ). In Chapter 1, the synthesis of N - alkyl and N - arylcaprolac - tams is described. In Chapter 2, the synthesis, by several methods, of simple 3 - alkylcaprolactams is investigated. Chapter 3 describes synthetic methods for the preparation of 4 - substituted caprolactams. Chapter 4 presents the preparation of 5 - alkyl and 7 - alkyl - caprolactams by the Schmidt reaction on 4 - alkyl and 2 - alkylcyclo - hexanones. Chapter 5 describes some investigations of possible syntheses of 6 - alkylcaprolactams. Chapter 6 contains the results of testing of some lactams and thiolactams as well as their structure - activity relationships. |
Advisor: | Prager, Rolf H. |
Dissertation Note: | Thesis (Ph.D.)--Department of Organic Chemistry, 1976. |
Keywords: | dehydroperloline, aminobutyric acid antagonists, aminobutyric acid, chemical inhibitors |
Appears in Collections: | Research Theses |
Files in This Item:
File | Size | Format | |
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Thach1976_PhD.pdf | 7.76 MB | Adobe PDF | View/Open |
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