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Annulations from carbanionic precursors

Broom, N. J. P. (1979). Annulations from carbanionic precursors. (Unpublished Doctoral thesis, The City University)

Abstract

The work contained in this thesis is concerned with the generation and synthetic utility of dienolate anions and their derivatives. The research follows after the thesis presented in 1974 by Dr. T. W. Wallace of Imperial College and is developed from his research into the generation of dienolate anions from some β-alkyl- α, β-unsaturated ketones and esters and their reaction with benzynes.
A review of anthracyclinones is presented with emphasis being given to synthetic studies and to the preparation of semi-synthetic glycosides.
The use of 3-acyl and 3- carboxy-2-methylchromones as dienolate anion synthons has been examined and a new route to benzoxanthenones via an intramolecular annulation sequence is described.
A new route to substituted anthracenes from benzocyclobutenol and arynes is described.
A novel reaction of phthalide anion with Michael acceptors has been explored and the preparation of substituted 4-hydroxytetralones and 1-naphthols is described. The sequence has been extended by the use of substituted phthalide anions.

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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