Publications related to Rearrangement reactions

Sustainable, recyclable and biodegradable castor oil-derived elastomers enabled by dynamic acetoacetyl formed amides

Developing sustainable, recyclable, and biodegradable elastomers with the mechanical properties comparable to commercial polymers presents a formidable challenge. To this end, we synthesize a kind of mechanically robust elastomers cross -linked by acetoace ...

Elsevier Science Sa2024

Enantioselective Total Synthesis of (+)-Stephadiamine

Qian Wang, Jieping Zhu, Baochao Yang, Guang Li

An asymmetric synthesis of (+)-stephadiamine has been accomplished featuring (a) an enantioselective dearomatizative Michael addition to generate a quaternary stereocenter; (b) a domino sequence involving reductive generation of nitrone from γ-nitro ketone ...

2023

Diamine Synthesis via the Nitrogen-Directed Azidation of sigma- and pi-C-C Bonds

Jérôme Waser, Mingming Wang

Diamines are essential building blocks for the synthesis of agrochemicals, drugs, and organic materials, yet their synthesis remains challenging, as both nitrogens need to be differentiated and diverse substitution patterns (1,2, 1,3, or 1,4) are required. ...

AMER CHEMICAL SOC2021

Development of remote C-H bond functionalization of redox-active alcohol derivatives and oxidative transformations under photoredox catalysis

Alexandre Julien Florent Leclair

The development of radical-based remote C(sp3)-H functionalizations of redox-active alcohol derivatives, oxidative cycloaddition and rearrangement transformations under visible light photocatalysis constitute the basis of this thesis.The first chapter desc ...

EPFL2021

Alkynyl Triazenes as Fluoroalkyne Surrogates: Regioselective Access to 4-Fluoro-2-pyridones by a Rh(III)-Catalyzed C–H Activation–Lossen Rearrangement–Wallach Reaction

Kay Severin, Nicolai Cramer, Carl Thomas Bormann, Jin Fay Tan

Fluorinated pyridones are an important scaffold displaying relevant biological activities. Efficient assembly strategies of pyridones are transition metal-catalyzed C–H annulations with alkynes. The inaccessibility and extreme lability of fluoro alkynes re ...

2020

Palladium Catalysed Intramolecular Carbo-oxygenation of Propargylic Amines to Access 1,2-Amino Alcohols and alpha-Amino Ketones via in situ Tether Formation

Phillip Gulliver Dominic Greenwood

a-Amino ketones and 1,2-amino alcohols are important structural motifs in organic chemistry, that can be observed in natural products, pharmaceutically and bioactive compounds. For these reasons, they constitute privileged targets for the development of ne ...

EPFL2020

Synthesis of Benzo[a]carbazoles through Visible Light-Induced Cycloaromatization

Qian Wang, Jieping Zhu, Bo Yao

We report herein a synthesis of 5,6-diarylbenzo[a]carbazoles by a sequence of 6 pi-electrocyclization followed by beta-elimination. The highly functionalized 2,3-disubstituted indoles used for this cycloaromatization process are prepared by Pd-catalyzed cy ...

WILEY-V C H VERLAG GMBH2020

Chiral cyclopentadienyl Rh-III-catalyzed enantioselective cyclopropanation of electron-deficient olefins enable rapid access to UPF-648 and oxylipin natural products

Nicolai Cramer, Coralie Danielle Annick Duchemin

Chiral cyclopentadienyl Rh-III complexes efficiently catalyze enantioselective cyclopropanations of electron-deficient olefins with N- enoxysuccinimides as the C1 unit. Excellent asymmetric inductions and high diastereoselectivities can be obtained for a w ...

ROYAL SOC CHEMISTRY2019

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Rearrangement reactions

Sustainable, recyclable and biodegradable castor oil-derived elastomers enabled by dynamic acetoacetyl formed amides

Enantioselective Total Synthesis of (+)-Stephadiamine

Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A

Ring-Opening Reactions of Aminocyclopropanes and Aminocyclobutanes

Diamine Synthesis via the Nitrogen-Directed Azidation of sigma- and pi-C-C Bonds

Development of remote C-H bond functionalization of redox-active alcohol derivatives and oxidative transformations under photoredox catalysis

Alkynyl Triazenes as Fluoroalkyne Surrogates: Regioselective Access to 4-Fluoro-2-pyridones by a Rh(III)-Catalyzed C–H Activation–Lossen Rearrangement–Wallach Reaction

Palladium Catalysed Intramolecular Carbo-oxygenation of Propargylic Amines to Access 1,2-Amino Alcohols and alpha-Amino Ketones via in situ Tether Formation

Synthesis of Benzo[a]carbazoles through Visible Light-Induced Cycloaromatization

Chiral cyclopentadienyl Rh-III-catalyzed enantioselective cyclopropanation of electron-deficient olefins enable rapid access to UPF-648 and oxylipin natural products

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Synthesis and Applications of Ynimines and Enantioselective Total Synthesis of Artatrovirenol A

Sustainable, recyclable and biodegradable castor oil-derived elastomers enabled by dynamic acetoacetyl formed amides

Palladium Catalysed Intramolecular Carbo-oxygenation of Propargylic Amines to Access 1,2-Amino Alcohols and alpha-Amino Ketones via in situ Tether Formation

Ring-Opening Reactions of Aminocyclopropanes and Aminocyclobutanes

Enantioselective Total Synthesis of (+)-Stephadiamine

Alkynyl Triazenes as Fluoroalkyne Surrogates: Regioselective Access to 4-Fluoro-2-pyridones by a Rh(III)-Catalyzed C–H Activation–Lossen Rearrangement–Wallach Reaction

Chiral cyclopentadienyl Rh-III-catalyzed enantioselective cyclopropanation of electron-deficient olefins enable rapid access to UPF-648 and oxylipin natural products

Diamine Synthesis via the Nitrogen-Directed Azidation of sigma- and pi-C-C Bonds

Development of remote C-H bond functionalization of redox-active alcohol derivatives and oxidative transformations under photoredox catalysis

Synthesis of Benzo[a]carbazoles through Visible Light-Induced Cycloaromatization