Publications related to Teaching Enantioselectivity to C-H Bond Functionalizations: Initial Steps of a Rather Long Shot

Streamlined Alkylation via Nickel-Hydride-Catalyzed Hydrocarbonation of Alkenes

Xile Hu, Zhikun Zhang, Srikrishna Bera, Chao Fan

Compounds rich in sp(3)-hybridized carbons are desirable in drug discovery. Nickel-catalyzed hydrocarbonation of alkenes is a potentially efficient method to synthesize these compounds. By using abundant, readily available, and stable alkenes as pro-nucleo ...

2022

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, Jin Fay Tan, Carl Thomas Bormann

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

Exploitation of Unconventional Electrophiles in Enantioselective Pd(0)-Catalyzed C-H Functionalizations

Nicolai Cramer, Daria Grosheva

Asymmetric metal-catalyzed C-H functionalization is a powerful strategy for the rapid generation of complex target molecules from simple precursors. While aryl (pseudo) halides have been used as electrophilic substrates in enantioselective Pd(0)-catalyzed ...

2019

One-step access to N-enoxyimides by gold-catalysed addition of N-hydroxyimides to terminal alkynes

Nicolai Cramer, Coralie Danielle Annick Duchemin

N-Enoxyimides have become attractive substrates for novel catalytic transformations, yet their tedious multi-step synthesis hampers full exploitation of their synthetic potential. We report a gold(I)-catalyzed protocol to access N-enoxyimides from simple a ...

2019

Exploitation of Unconventional Electrophiles in Enantioselective Pd(0)-Catalyzed C-H Functionalizations

Daria Grosheva

Asymmetric metal-catalyzed C-H functionalization has enjoyed great success as a powerful strategy for the rapid construction of elaborate structures from simple precursors. For example, aryl (pseudo)halides have been extensively employed as electrophilic s ...

EPFL2019

Catalytic Enantioselective Transformations Involving C-H Bond Cleavage by Transition-Metal Complexes

Nicolai Cramer, Christopher Gordon Newton, Shouguo Wang, Caio Costa Oliveira

The development of new methods for the direct functionalization of unactivated C-H bonds is ushering in a paradigm shift in the field of retrosynthetic analysis. In particular, the catalytic enantioselective functionalization of C-H bonds represents a high ...

2017

Palladium-Catalyzed Desulfitative Mizoroki-Heck Coupling Reactions of Sulfonyl Chlorides with Olefins in a Nitrile-functionalized Ionic Liquid

Pierre Vogel, Paul Joseph Dyson, Dongbin Zhao, Zhaofu Fei, Chandra Mouleeswara Rao Volla

Aryl and alkenyl sulfonyl chlorides can be used in Heck-Mizoroki-type couplings with mono- and disubstituted olefins in a nitrile-functionalized ionic liquid, viz. [C3CNpy][Tf2N]. Advantages over previously reported methods include: (1) use of a cheap cat ...

2006