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Synthetic approaches to alkaloid-skeleton structures via intramolecular cycloaddition reactions

Davies, L. B. (1977). Synthetic approaches to alkaloid-skeleton structures via intramolecular cycloaddition reactions. (Unpublished Doctoral thesis, The City University)

Abstract

A review of the occurrence and chemistry of the monoterpenoid alkaloids is presented, emphasis being given to current methods of synthesis.

Two principal areas of intramolecular cycloaddition reactions involving heterocyclic systems have been explored. In the first the bimolecular and intramolecular cycloaddition reactions of furan are described. The preparation of various derivatives aimed at extending the scope of the intramolecular cycloaddition process is described. The reactivity of these systems has been explored.

The intramolecular cycloaddition reactions of a series of substituted mono- and dihydroxypyrimidines have been investigated. By substitution of the appropriate alkenyl side chains the cycloaddition process, followed by a retro-Alder elimination of isocyanic acid, yields structures related to the monoterpenoid alkaloid skeleton.

Publication Type: Thesis (Doctoral)
Subjects: Q Science
Q Science > QD Chemistry
Departments: School of Science & Technology
School of Science & Technology > School of Science & Technology Doctoral Theses
Doctoral Theses
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