Publications associées à A Short Synthesis of the 2-Bromo-N,9-dimethyl-6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indol-6-amine Building Block

Catalytic Enantioselective Synthesis of Inherently Chiral Macrocycles by Dynamic Kinetic Resolution

Kinetically fast racemization of chiral substrates through an achiral intermediate and enantioselective functionalization of one of the enantiomeric substrates forms the basis of the dynamic kinetic resolution (DKR) of centrally chiral molecules. We report ...

2024

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

Rémi Hugo Lavernhe

The first chapter of this thesis describe the development of a general synthesis of ynimines, an under-exploited motif in organic chemistry. In the presence of an inexpensive copper catalyst and 2,2'-biquinoline, reaction of easily accessible O-acyloximes ...

EPFL2023

Enantio- and diastereoselective construction of vicinal C(sp(3)) centres via nickel-catalysed hydroalkylation of alkenes

Xile Hu, Srikrishna Bera, Chao Fan

In drug discovery, the proportion of aliphatic carbons (C(sp(3))) and the presence of chiral carbons in organic molecules are positively correlated to their chance of clinical success. Although methods exist for the synthesis of chiral C(sp(3))-rich molecu ...

2022

Visible light activated BINOL-derived chiroptical switches based on boron integrated hydrazone complexes

Lukas Pfeifer

Chiral optical switches, which use light to control chirality in a reversible manner, offer unique properties and fascinating prospects in the areas of molecular switching and responsive systems, new photochromic materials and molecular data processing and ...

ROYAL SOC CHEMISTRY2022

From Marshall Plan to “Hilton in the wild”: The Transnational History of a Cooperative Housing Block in Esat, Ankara

Sila Karatas

This paper concerns the planning, design, and construction history of a postwar multifamily housing block in Ankara, Turkey, viewed from the perspective of the transnational and local networks behind its realization. Built by the Mintrak Building Cooperati ...

2022

Visible-Light-Driven Catalytic Deracemization of Secondary Alcohols

Xile Hu, Zhikun Zhang

Deracemization of racemic chiral compounds is an attractive approach in asymmetric synthesis, but its development has been hindered by energetic and kinetic challenges. Here we describe a catalytic deracemization method for secondary benzylic alcohols whic ...

Wiley-VCH Verlag GmbH2021

Chiral Alkyl Amine Synthesis via Catalytic Enantioselective Hydroalkylation of Enecarbamates

Xile Hu, Deyun Qian, Srikrishna Bera

Chiral alkyl amines are omnipresent as bioactive molecules and synthetic intermediates. The catalytic and enantioselective synthesis of alkyl amines from readily accessible precursors is challenging. Here we develop a nickel-catalyzed hydroalkylation metho ...

AMER CHEMICAL SOC2021

Enantioselective Total Synthesis of (+)-Alstilobanine C, (+)-Undulifoline, and (-)-Alpneumine H

Cyril Piemontesi, Nicolas David Gaeng, Qian Wang, Jieping Zhu, Guang Li

We report herein the enantioselective total synthesis of three monoterpene indole alkaloids, namely, (+)-alstilobanine C, (+)-undulifoline, and (-)-alpneumine H. The key features of our synthesis include: a) introduction of chirality via enantioselective d ...

Wiley-VCH Verlag GmbH2021

Schiff base ligands derived from 1,2-bis(2 '-nitro-/amino-phenoxy)-3-R-benzene and 2-hydroxy-1-naphthaldehyde and their Cu/Zn(II) complexes: synthesis, characterization, X-ray structures and computational studies

Rosario Scopelliti

1,2-Bis(2'-nitrophenoxy)-3-R-benzenes {R = H (1), CH3 (2) and OCH3 (3)} have been prepared from the S-N-Ar reaction between 1-fluoro-2-nitrobenzene and 3-R-catechol (aromatic diol), and are then reduced to the corresponding diamines 1,2-bis(2'-aminophenoxy ...

ROYAL SOC CHEMISTRY2021

Methods for the generation of large combinatorial macrocycle libraries

Sevan Mleh Habeshian

Macrocycles are an attractive class of molecules due to their good binding properties and yet rather small size that allows, in many cases, crossing membranes to reach intracellular targets. In comparison to classical small molecule drugs, macrocycles are ...

EPFL2021

Chiral Cyclopentadienyl Ligands: Design, Syntheses, and Applications in Asymmetric Catalysis

Nicolai Cramer, Benoît Daniel Bertrand Audic, Aragorn Nathan Laverny

The creation of new chiral ligands capable of providing high stereocontrol in metal-catalyzed reactions is crucial in modern organic synthesis. The production of bioactive molecules as single enantiomers is increasingly required, and asymmetric catalysis w ...

Wiley-VCH Verlag GmbH2021

Palladium-Catalyzed Enantioselective Cacchi Reaction: Asymmetric Synthesis of Axially Chiral 2,3-Disubstituted Indoles

Qian Wang, Jieping Zhu, Hua Wu, Yuping He

We report herein the first examples of a palladiumcatalyzed enantioselective Cacchi reaction for the synthesis of indoles bearing a chiral C2-aryl axis. In the presence of a catalytic amount of Pd(OAc)2 and (R,R)-QuinoxP* ligand, reaction of N-aryl(alkyl)s ...

Wiley-VCH Verlag GmbH2020

Twisted Bilayer Graphene Quantum Dots for Chiral Nanophotonics

Twisted bilayer graphene (TBG) is a two-dimensional chiral material whose optical activity is remarkably strong for its atomic thickness. While the chiral optical properties of TBG are currently well understood, the optical activity of quantum dots (QDs) m ...

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

Shake table testing of aggregate masonry buildings

Katrin Beyer, Andrea Penna, Igor Tomic

Masonry building aggregates can be found throughout historical city centers of Europe. Adjacent buildings have often developed during the long densification process, without consistent planning or engineering. It is common for neighboring units to share a ...

2020

Catalytic Enantioselective Functionalizations of C-H Bonds by Chiral Iridium Complexes

Nicolai Cramer, Qui-Hien Nguyen, Jin Fay Tan, Adrien Jules Louis Madron Du Vigné

The development of catalytic enantioselective transformations, enabling the construction of complex molecular scaffolds from simple precursors, has been a long-standing challenge in organic synthesis. Recent achievements in transition-metal catalyzed enant ...

2020

Enantioselective Carboetherification/Hydrogenation for the Synthesis of Amino Alcohols via a Catalytically Formed Chiral Auxiliary

Jérôme Waser, Phillip Gulliver Dominic Greenwood, Luca Buzzetti, Mikus Purins

Chiral auxiliaries and asymmetric catalysis are the workhorses of enantioselective transformations, but they still remain limited in terms of either efficiency or generality. Herein, we present an alternative strategy for controlling the stereoselectivity ...

2020

Development of Catalytic Asymmetric C-H Functionalizations with Chiral Cyclopentadienyl Iridium(III) Complexes

Yun-Suk Jang

Cp*Ir(III) catalyzed C-H functionalization is a growing field, since it provides novel complementary reactivities, but enantioselective C-H functionalization reactions with this metal remain a niche. This thesis investigates CpXIr(III) catalyzed asymmetric ...

EPFL2019

Accessible Superchiral Near-Fields Driven by Tailored Electric and Magnetic Resonances in All-Dielectric Nanostructures

Hatice Altug, Andreas Tittl, Yasaman Jahani, Kosmas Tsakmakidis, Ershad Mohammadi

Detection and differentiation of enantiomers in small quantities are crucially important in many scientific fields, including biology, chemistry, and pharmacy. Chiral molecules manifest their handedness in their interaction with the chiral state of light ( ...

AMER CHEMICAL SOC2019

Synthesis of DNA‐encoded disulfide‐ and thioether‐cyclized peptides

Christian Heinis, Van Manh Pham, Milan Bergeron-Brlek

DNA-encoded chemical library technologies enable the screening of large combinatorial libraries of chemically and structurally diverse molecules, including short cyclic peptides. A challenge in the combinatorial synthesis of cyclic peptides is the final st ...

2020