Part A: Oxo-rhenium-catalyzed Biomimetic Cyclization Biomimetic cyclizations are remarkable tools because a significant increase in molecular complexity can be obtained in a single step. In the first part of my PhD, a new method to promote biomimetic cyclizations of terpenoid-like starting materials using an oxo-rhenium complex as a catalyst is described. This proof of concept, if further explored, will give access to useful building blocks that can be employed for the total synthesis of natural products. Part B: Electrochemical C–H Oxidation The site-specific oxidation of “strong”, non-acidic C(sp3)–H bonds is a rewarding, yet difficult topic in organic synthesis. In the second part of my PhD, N-ammonium ylides are described as tunable, electrochemically driven oxidants for site-specific, chemoselective C(sp3)–H oxidation. This ylide-based approach to C–H oxidation exhibits a unique selectivity relative to other classes of chemical oxidants and can be applied to real-world problems.

Part A: Oxo-rhenium-catalyzed Biomimetic Cyclization Biomimetic cyclizations are remarkable tools because a significant increase in molecular complexity can be obtained in a single step. In the first part of my PhD, a new method to promote biomimetic cyclizations of terpenoid-like starting materials using an oxo-rhenium complex as a catalyst is described. This proof of concept, if further explored, will give access to useful building blocks that can be employed for the total synthesis of natural products. Part B: Electrochemical C–H Oxidation The site-specific oxidation of “strong”, non-acidic C(sp3)–H bonds is a rewarding, yet difficult topic in organic synthesis. In the second part of my PhD, N-ammonium ylides are described as tunable, electrochemically driven oxidants for site-specific, chemoselective C(sp3)–H oxidation. This ylide-based approach to C–H oxidation exhibits a unique selectivity relative to other classes of chemical oxidants and can be applied to real-world problems.

Oxo-rhenium-catalyzed Biomimetic Cyclizations and Late-stage Electrochemical C–H Oxidation of Unactivated C(sp3)–H Bonds

CHIODI, DEBORA
2022-02-08T00:00:00+01:00

Abstract

Part A: Oxo-rhenium-catalyzed Biomimetic Cyclization Biomimetic cyclizations are remarkable tools because a significant increase in molecular complexity can be obtained in a single step. In the first part of my PhD, a new method to promote biomimetic cyclizations of terpenoid-like starting materials using an oxo-rhenium complex as a catalyst is described. This proof of concept, if further explored, will give access to useful building blocks that can be employed for the total synthesis of natural products. Part B: Electrochemical C–H Oxidation The site-specific oxidation of “strong”, non-acidic C(sp3)–H bonds is a rewarding, yet difficult topic in organic synthesis. In the second part of my PhD, N-ammonium ylides are described as tunable, electrochemically driven oxidants for site-specific, chemoselective C(sp3)–H oxidation. This ylide-based approach to C–H oxidation exhibits a unique selectivity relative to other classes of chemical oxidants and can be applied to real-world problems.
Part A: Oxo-rhenium-catalyzed Biomimetic Cyclization Biomimetic cyclizations are remarkable tools because a significant increase in molecular complexity can be obtained in a single step. In the first part of my PhD, a new method to promote biomimetic cyclizations of terpenoid-like starting materials using an oxo-rhenium complex as a catalyst is described. This proof of concept, if further explored, will give access to useful building blocks that can be employed for the total synthesis of natural products. Part B: Electrochemical C–H Oxidation The site-specific oxidation of “strong”, non-acidic C(sp3)–H bonds is a rewarding, yet difficult topic in organic synthesis. In the second part of my PhD, N-ammonium ylides are described as tunable, electrochemically driven oxidants for site-specific, chemoselective C(sp3)–H oxidation. This ylide-based approach to C–H oxidation exhibits a unique selectivity relative to other classes of chemical oxidants and can be applied to real-world problems.
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Descrizione: Oxo-rhenium-catalyzed Biomimetic Cyclizations and Late-stage Electrochemical C–H Oxidation of Unactivated C(sp3)–H Bonds
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11571/1450084
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