Non-covalent interactions in enantioselective organocatalysis: theoretical and mechanistic studies of reactions mediated by dual H-bond donors, bifunctional …

AMF Phillips, MHG Prechtl, AJL Pombeiro - Catalysts, 2021 - mdpi.com
Chiral bifunctional dual H-bond donor catalysts have become one of the pillars of
organocatalysis. They include squaramide, thiosquaramide, thiourea, urea, and even …

Activation modes in asymmetric anion-binding catalysis

LM Entgelmeier, OG Mancheño - Synthesis, 2022 - thieme-connect.com
Over the past two decades, enantioselective anion-binding catalysis has emerged as a
powerful strategy for the induction of chirality in organic transformations. The …

Electrochemical synthesis of hindered primary and secondary amines via proton-coupled electron transfer

D Lehnherr, Y Lam, MC Nicastri, J Liu… - Journal of the …, 2019 - ACS Publications
Accessing hindered amines, particularly primary amines α to a fully substituted carbon
center, is synthetically challenging. We report an electrochemical method to access such …

Stereodivergent anion binding catalysis with molecular motors

R Dorel, BL Feringa - Angewandte Chemie International …, 2020 - Wiley Online Library
A photoresponsive chiral catalyst based on an oligotriazole‐functionalized unidirectional
molecular motor has been developed for stereodivergent anion binding catalysis. The motor …

Chiral thioureas promote enantioselective Pictet–Spengler cyclization by stabilizing every intermediate and transition state in the carboxylic acid-catalyzed reaction

RS Klausen, CR Kennedy, AM Hyde… - Journal of the …, 2017 - ACS Publications
An investigation of the mechanism of benzoic acid/thiourea co-catalysis in the asymmetric
Pictet–Spengler reaction is reported. Kinetic, computational, and structure–activity …

Enantioselective synthesis of α-allyl amino esters via hydrogen-bond-donor catalysis

AJ Bendelsmith, SC Kim, M Wasa… - Journal of the …, 2019 - ACS Publications
We report a chiral-squaramide-catalyzed enantio-and diastereoselective synthesis of α-allyl
amino esters. The optimized protocol provides access to N-carbamoyl-protected amino …

Exploring structure–function relationships of aryl pyrrolidine-based hydrogen-bond donors in asymmetric catalysis using data-driven techniques

MH Samha, JLH Wahlman, JA Read, J Werth… - ACS …, 2022 - ACS Publications
Hydrogen bond-based organocatalysts rely on networks of attractive noncovalent
interactions (NCIs) to impart enantioselectivity. As a specific example, aryl pyrrolidine …

H2C(X)–X···X (X = Cl, Br) Halogen Bonding of Dihalomethanes

DM Ivanov, MA Kinzhalov, AS Novikov… - Crystal Growth & …, 2017 - ACS Publications
The dihalomethane–halide H2C (X)–X··· X–(X= Cl, Br) halogen bonding was detected in a
series of the cis-[PdX (CNCy){C (NHCy) NHC6H2Me2 N H2}] X• CH2X2 (X= Cl, Br) …

Enantio‐ and Diastereoselective Nucleophilic Addition of Ntert‐Butylhydrazones to Isoquinolinium Ions through Anion‐Binding Catalysis

E Matador, J Iglesias‐Sigüenza… - Angewandte Chemie …, 2021 - Wiley Online Library
A highly enantio‐and diastereoselective thiourea‐catalyzed dearomatization of
isoquinolines employing N‐tert‐butylhydrazones as neutral α‐azo carbanions and masked …

Catalytic Enantioselective Addition of Indoles to Activated N-Benzylpyridinium Salts: Nucleophilic Dearomatization of Pyridines with Unusual C-4 Regioselectivity

G Bertuzzi, A Sinisi, L Caruana, A Mazzanti… - ACS …, 2016 - ACS Publications
The catalytic enantioselective dearomatization of pyridines with nucleophiles represents a
direct and convenient access to highly valuable dihydropyridines. Available methods, mostly …