Publications by Nicolai Cramer

Enantioselective acyl-trifluoromethylation of olefins by bulky thiazolium carbene catalysis

Enantioenriched α-chiral β-fluorinated ketones are valuable structural motifs with application in several fields. The recently emerged concept of NHC-catalyzed radical acyl-trifluoromethylation of olefins offers a rapid route to construct racemic β-fluorin ...

2025

Enantioselective Cobalt(III)-Catalyzed [4 + 1] Annulation of Benzamides: Cyclopropenes as One-Carbon Synthons

Nicolai Cramer, Matthew Wodrich

A chiral cyclopentadienyl cobalt(III)-catalyzed enantioselective [4 + 1] annulation of N-chlorobenzamides with cyclopropenes is reported. The cobalt catalyst engages in the C−H activation as well as promotes the C−C bond cleavage of the cyclopropene, rende ...

American Chemical Society (ACS)2025

Systematic Synthesis of Chiral CAACs with Three Independent Stereogenic Centers for Enantioselective Copper-Catalyzed Conjugate Borylation of Michael Acceptors

Nicolai Cramer, Adrien Jules Louis Madron Du Vigné

Chiral cyclic alkyl amino carbenes (CAACs), an intriguing subclass of N-heterocyclic carbenes, hold promising potential in asymmetric catalysis. Yet, synthetic hurdles and a lack of understanding of dominant selectivity-inducing design elements prevent the ...

American Chemical Society (ACS)2025

Accessing Carbon, Boron and Germanium Spiro Stereocentres in a Unified Catalytic Enantioselective Approach

Nicolai Cramer, Anne-Sophie Chauvin

Achieving substrate generality in asymmetric catalysis remains a long-standing goal, particularly for the selective construction of chiral heteroatoms. Compared with carbon, sulfur, phosphorus and silicon stereogenic centres, methods for the construction o ...

NATURE PORTFOLIO2025

Enantiospecific Synthesis of Planar Chiral Rhodium and Iridium Cyclopentadienyl Complexes: Enabling Streamlined and Computer-Guided Access to Highly Selective Catalysts for Asymmetric C-H Functionalizations

Rosario Scopelliti, Nicolai Cramer, Farzaneh Fadaei Tirani, Matthew Wodrich, Rubén Laplaza Solanas, Anne-Clémence Corminboeuf, Aragorn Nathan Laverny

Chiral cyclopentadienyl (CpX) metal complexes are frequently used in asymmetric catalysis by virtue of their high reactivity and selectivity. Planar-chiral-only rhodium and iridium cyclopentadienyl complexes are particularly promising due to unrestricted c ...

2024

Tunable Thiazolium Carbenes for Enantioselective Radical Three-Component Dicarbofunctionalizations

Nicolai Cramer

Asymmetric N-heterocyclic carbene (NHC) organocatalysis is a cornerstone of synthetic organic chemistry. The emerging concept of single-electron NHC catalysis broadened the scope of C-C bond-forming reactions, facilitating the synthesis of a variety of att ...

AMER CHEMICAL SOC2024

Recent advances in Rh(I)-catalyzed enantioselective C-H functionalization

Nicolai Cramer, Yi Zhang, Shouguo Wang, Zhen Chen

Chiral carbon-carbon (C-C) and carbon-heteroatom (C-X) bonds are pervasive and very essential in natural products, bioactive molecules, and functional materials, and their catalytic construction has emerged as one of the hottest research fields in syntheti ...

Royal Society of Chemistry2024

Catalytic enantioselective reductive Eschenmoser-Claisen rearrangements

Nicolai Cramer, Matthew Wodrich

An important challenge in enantioselective catalysis is developing strategies for the precise synthesis of neighboring congested all-carbon quaternary stereocenters. The well-defined transition states of [3,3]-sigmatropic rearrangements and their underlyin ...

American Association for the Advancement of Science2024

Streamlined synthetic assembly of α-chiral CAAC ligands and catalytic performance of their copper and ruthenium complexes

Nicolai Cramer, Adrien Jules Louis Madron Du Vigné

The unique electronic and steric parameters of chiral cyclic alkyl amino carbene (CAAC) ligands render them appealing steering ligands for enantioselective transition-metal catalyzed transformations. Due to the lack of efficient synthetic strategies to acc ...

2024

Nickel-catalyzed direct stereoselective α-allylation of ketones with non-conjugated dienes

Nicolai Cramer, Matthew Wodrich

The development of efficient and sustainable methods for the construction of carbon-carbon bonds with the simultaneous stereoselective generation of vicinal stereogenic centers is a longstanding goal in organic chemistry. Low-valent nickel(0) complexes whi ...

Nature Research2023