Domino reactions in the synthesis of n-heterocycles and total synthesis of the antitumor anthraquionone natural product (±)BE-26554A

James Rixson

doi:10.26182/5d38fc9aaeaff

Domino reactions in the synthesis of n-heterocycles and total synthesis of the antitumor anthraquionone natural product (±)BE-26554A

James Rixson

School of Molecular Sciences

Research output: Thesis › Doctoral Thesis

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Abstract

This thesis describes the development of palladium catalysed domino reactions to form 3-benzazepines and isoquinolines; a unique carbopallidation-carbonylative-annulation reaction to give anthra-2-pyranones and the total synthesis of the natural product (±)BE-26554A via a unique beta-keto-sulfoxide-aldehyde-annulation domino reaction as the key synthetic step. A series of cancer growth inhibiting analogues were also synthesed. N-Heterocycles and Total Synthesis of the Antitumor Anthraquionone Natural Product (±)BE-26554A

Original language	English
Qualification	Doctor of Philosophy
Awarding Institution	The University of Western Australia
Supervisors/Advisors	Stewart, Scott, Supervisor Gericke, Kersten M., Supervisor, External person
Award date	24 May 2019
DOIs	https://doi.org/10.26182/5d38fc9aaeaff
Publication status	Unpublished - 2019

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THESIS - DOCTOR OF PHILOSOPHY - RIXSON James Edward - 2019
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title = "Domino reactions in the synthesis of n-heterocycles and total synthesis of the antitumor anthraquionone natural product (±)BE-26554A",

abstract = "This thesis describes the development of palladium catalysed domino reactions to form 3-benzazepines and isoquinolines; a unique carbopallidation-carbonylative-annulation reaction to give anthra-2-pyranones and the total synthesis of the natural product (±)BE-26554A via a unique beta-keto-sulfoxide-aldehyde-annulation domino reaction as the key synthetic step. A series of cancer growth inhibiting analogues were also synthesed. N-Heterocycles and Total Synthesis of the Antitumor Anthraquionone Natural Product (±)BE-26554A ",

keywords = "Domino reactions, carbonylative chemistry, Natural product synthesis, anthrapyranones, Total synthesis, N-heterocycles, palladium catalysed cross-coupling, antitumor compounds",

author = "James Rixson",

year = "2019",

doi = "10.26182/5d38fc9aaeaff",

language = "English",

school = "The University of Western Australia",

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AU - Rixson, James

PY - 2019

Y1 - 2019

N2 - This thesis describes the development of palladium catalysed domino reactions to form 3-benzazepines and isoquinolines; a unique carbopallidation-carbonylative-annulation reaction to give anthra-2-pyranones and the total synthesis of the natural product (±)BE-26554A via a unique beta-keto-sulfoxide-aldehyde-annulation domino reaction as the key synthetic step. A series of cancer growth inhibiting analogues were also synthesed. N-Heterocycles and Total Synthesis of the Antitumor Anthraquionone Natural Product (±)BE-26554A

AB - This thesis describes the development of palladium catalysed domino reactions to form 3-benzazepines and isoquinolines; a unique carbopallidation-carbonylative-annulation reaction to give anthra-2-pyranones and the total synthesis of the natural product (±)BE-26554A via a unique beta-keto-sulfoxide-aldehyde-annulation domino reaction as the key synthetic step. A series of cancer growth inhibiting analogues were also synthesed. N-Heterocycles and Total Synthesis of the Antitumor Anthraquionone Natural Product (±)BE-26554A

KW - Domino reactions

KW - carbonylative chemistry

KW - Natural product synthesis

KW - anthrapyranones

KW - Total synthesis

KW - N-heterocycles

KW - palladium catalysed cross-coupling

KW - antitumor compounds

U2 - 10.26182/5d38fc9aaeaff

DO - 10.26182/5d38fc9aaeaff

M3 - Doctoral Thesis

ER -

Domino reactions in the synthesis of n-heterocycles and total synthesis of the antitumor anthraquionone natural product (±)BE-26554A

Abstract

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