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Title: Synthetic studies in Tecoma stans alkaloids and related compounds
Author: Alam, Mahboob
Awarding Body: Keele University
Current Institution: Keele University
Date of Award: 1968
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The chemistry of Tecoma stans and cyclopentanoid monoterpene alkaloids is reviewed. A brief review of the chemistry of the related compounds and of 9-azasteroids is also included. Several methods for the construction of a perhydropyrindane system have been investigated. A synthesis of 2:4-dimethyl-l:2:3:4:5:7-hexahydro-6H-2-pyrindin-2-one is given, together with the syntheses of l:5-dimethyl-3-carboethoxy-4-piperidone and N-phenyl-3-carbomethoxy-4-piperidone. Alkylation of the basic keto-esters (e.g. 1:5-dimethyl-3-carbo­ethoxy-4-piperidone) has been achieved in higher yields than reported in the literature. A synthesis of 1:5-dimethyl-3-cyanomethyl-4-piperidone and its conversion to 1:5-dimethyl-3-cyanomethyl-4-chloropiperidine is described together with a synthesis of the ethylene ketal of N-methyl-3-carboethoxy­methyl-4-piperidone.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID:  DOI: Not available
Keywords: QD Chemistry