[HTML][HTML] Advances in catalytic enantioselective fluorination, mono-, di-, and trifluoromethylation, and trifluoromethylthiolation reactions

X Yang, T Wu, RJ Phipps, FD Toste - Chemical reviews, 2015 - ACS Publications
1. INTRODUCTION Despite being largely absent from natural products and biological
processes, fluorine plays a conspicuous and increasingly important role within …

Monofluorination of organic compounds: 10 years of innovation

PA Champagne, J Desroches, JD Hamel… - Chemical …, 2015 - ACS Publications
Taking into account the vast arrays of fluorinated motifs known, 11 this review will be limited
to the monofluorination of organic compounds, ie, synthetic methods allowing the …

Fluorination methods in drug discovery

DE Yerien, S Bonesi, A Postigo - Organic & Biomolecular Chemistry, 2016 - pubs.rsc.org
Fluorination reactions of medicinal and biologically-active compounds will be discussed.
Late stage fluorination strategies of medicinal targets have recently attracted considerable …

Theory and modeling of asymmetric catalytic reactions

Y Lam, MN Grayson, MC Holland… - Accounts of Chemical …, 2016 - ACS Publications
Conspectus Modern density functional theory and powerful contemporary computers have
made it possible to explore complex reactions of value in organic synthesis. We describe …

Cinchona urea-catalyzed asymmetric sulfa-Michael reactions: The Brønsted acid− hydrogen bonding model

MN Grayson, KN Houk - Journal of the American Chemical …, 2016 - ACS Publications
The cinchona alkaloid-derived urea-catalyzed asymmetric conjugate addition of aromatic
thiols to cycloalkenones was studied using density functional theory (DFT). Deprotonation of …

Origin of stereodivergence in cooperative asymmetric catalysis with simultaneous involvement of two chiral catalysts

B Bhaskararao, RB Sunoj - Journal of the American Chemical …, 2015 - ACS Publications
Accomplishing high diastereo-and enantioselectivities simultaneously is a persistent
challenge in asymmetric catalysis. The use of two chiral catalysts in one-pot conditions might …

From desktop to benchtop with automated computational workflows for computer-aided design in asymmetric catalysis

M Burai Patrascu, J Pottel, S Pinus, M Bezanson… - Nature Catalysis, 2020 - nature.com
The organic chemist's toolbox is vast, with technologies to accelerate the synthesis of novel
chemical matter. The field of asymmetric catalysis is one approach to accessing new areas …

Assembly of fluorinated quaternary stereogenic centers through catalytic enantioselective detrifluoroacetylative aldol reactions

C Xie, L Wu, J Han, VA Soloshonok… - Angewandte Chemie, 2015 - Wiley Online Library
A Cu‐catalyzed asymmetric detrifluoroacetylative aldol addition reaction of 2‐fluoro‐1, 3‐
diketones/hydrates to aldehydes in the presence of base and chiral bidentate ligand was …

Mechanism and origins of stereoselectivity in the cinchona thiourea-and squaramide-catalyzed asymmetric michael addition of nitroalkanes to enones

MN Grayson - The Journal of Organic Chemistry, 2017 - ACS Publications
We report density functional theory calculations that examine the mechanism and origins of
stereoselectivity of Soós' landmark discovery from 2005 that cinchona thioureas catalyze the …

Cinchona alkaloid-catalyzed asymmetric conjugate additions: the bifunctional Brønsted acid–hydrogen bonding model

MN Grayson, KN Houk - Journal of the American Chemical …, 2016 - ACS Publications
Wynberg's report from 1977 that natural cinchona alkaloids catalyze the asymmetric
conjugate addition of aromatic thiols to cycloalkenones is a landmark discovery in hydrogen …