In-depth study of a highly efficient enantioselective intramolecular hydroamination reaction and it's applications

Daven Foster

doi:10.26182/6jqy-gv07

In-depth study of a highly efficient enantioselective intramolecular hydroamination reaction and it's applications

Daven Foster

School of Molecular Sciences

Research output: Thesis › Doctoral Thesis

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Abstract

The catalytic hydroamination reaction is an effective and atom economic way to prepare a variety of amines from simple olefins. The intramolecular hydroamination reaction involves the cyclization of amino olefin substrates to form 5-, 6- and 7-memberedN-heterocycles. During my PhD, I have developed and explored several properties of a variety of N-heterocyclic carbenes, expanded the reaction scope and mechanistically explored the iridium catalyzed asymmetric intramolecular hydroamination reaction, and applied the intramolecular hydroamination reaction for use in asymmetric total synthesis and the efficient production of new chiral catalysts and ancillary ligands.

Original language	English
Qualification	Doctor of Philosophy
Awarding Institution	The University of Western Australia
Supervisors/Advisors	Dorta, Reto, Supervisor Koutsantonis, George, Supervisor
Thesis sponsors	Australian Government Research Training Program
Award date	19 Apr 2023
DOIs	https://doi.org/10.26182/6jqy-gv07
Publication status	Unpublished - 2022

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10.26182/6jqy-gv07

THESIS - DOCTOR OF PHILOSOPHY - FOSTER Daven - 2023 - Part 1 and 2
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THESIS - DOCTOR OF PHILOSOPHY - FOSTER Daven - 2023 - Part 3
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THESIS - DOCTOR OF PHILOSOPHY - FOSTER Daven - 2023 - Part 4
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1 Article

Design, scope and mechanism of highly active and selective chiral NHC-iridium catalysts for the intramolecular hydroamination of a variety of unactivated aminoalkenes
Foster, D., Gao, P., Zhang, Z., Sipos, G., Sobolev, A. N., Nealon, G., Falivene, L., Cavallo, L. & Dorta, R., 14 Mar 2021, In: Chemical Science. 12, 10, p. 3751-3767 17 p.
Research output: Contribution to journal › Article › peer-review

Open Access
8 Citations (Scopus)

Cite this

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title = "In-depth study of a highly efficient enantioselective intramolecular hydroamination reaction and it's applications",

abstract = "The catalytic hydroamination reaction is an effective and atom economic way to prepare a variety of amines from simple olefins. The intramolecular hydroamination reaction involves the cyclization of amino olefin substrates to form 5-, 6- and 7-memberedN-heterocycles. During my PhD, I have developed and explored several properties of a variety of N-heterocyclic carbenes, expanded the reaction scope and mechanistically explored the iridium catalyzed asymmetric intramolecular hydroamination reaction, and applied the intramolecular hydroamination reaction for use in asymmetric total synthesis and the efficient production of new chiral catalysts and ancillary ligands.",

keywords = "Enantioselective catalysis, Iridium, N-heterocyclic carbenes, Hydroamination, Variable temperature studies, Phase-transfer catalysis, Rhodium, Conjugate addition",

author = "Daven Foster",

year = "2022",

doi = "10.26182/6jqy-gv07",

language = "English",

school = "The University of Western Australia",

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Y1 - 2022

N2 - The catalytic hydroamination reaction is an effective and atom economic way to prepare a variety of amines from simple olefins. The intramolecular hydroamination reaction involves the cyclization of amino olefin substrates to form 5-, 6- and 7-memberedN-heterocycles. During my PhD, I have developed and explored several properties of a variety of N-heterocyclic carbenes, expanded the reaction scope and mechanistically explored the iridium catalyzed asymmetric intramolecular hydroamination reaction, and applied the intramolecular hydroamination reaction for use in asymmetric total synthesis and the efficient production of new chiral catalysts and ancillary ligands.

AB - The catalytic hydroamination reaction is an effective and atom economic way to prepare a variety of amines from simple olefins. The intramolecular hydroamination reaction involves the cyclization of amino olefin substrates to form 5-, 6- and 7-memberedN-heterocycles. During my PhD, I have developed and explored several properties of a variety of N-heterocyclic carbenes, expanded the reaction scope and mechanistically explored the iridium catalyzed asymmetric intramolecular hydroamination reaction, and applied the intramolecular hydroamination reaction for use in asymmetric total synthesis and the efficient production of new chiral catalysts and ancillary ligands.

KW - Enantioselective catalysis

KW - Iridium

KW - N-heterocyclic carbenes

KW - Hydroamination

KW - Variable temperature studies

KW - Phase-transfer catalysis

KW - Rhodium

KW - Conjugate addition

U2 - 10.26182/6jqy-gv07

DO - 10.26182/6jqy-gv07

M3 - Doctoral Thesis

ER -

In-depth study of a highly efficient enantioselective intramolecular hydroamination reaction and it's applications

Abstract

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Research output

Design, scope and mechanism of highly active and selective chiral NHC-iridium catalysts for the intramolecular hydroamination of a variety of unactivated aminoalkenes

Cite this