Amidines, isothioureas, and guanidines as nucleophilic catalysts

JE Taylor, SD Bull, JMJ Williams - Chemical Society Reviews, 2012 - pubs.rsc.org
Over the last ten years there has been a huge increase in development and applications of
organocatalysis in which the catalyst acts as a nucleophile. Amidines and guanidines are …

Increasing the reactivity of nitrogen catalysts

N De Rycke, F Couty, ORP David - Chemistry–A European …, 2011 - Wiley Online Library
This review article presents how nitrogen‐centred Lewis bases were modified in order to
increase their reactivity in catalytic processes. As examples, we focus on alcohol acylation …

A survey of the role of noncovalent sulfur interactions in drug design

BR Beno, KS Yeung, MD Bartberger… - Journal of medicinal …, 2015 - ACS Publications
Electron deficient, bivalent sulfur atoms have two areas of positive electrostatic potential, a
consequence of the low-lying σ* orbitals of the C–S bond that are available for interaction …

The Importance of 1, 5‐Oxygen⋅⋅⋅ Chalcogen Interactions in Enantioselective Isochalcogenourea Catalysis

CM Young, A Elmi, DJ Pascoe, RK Morris… - Angewandte …, 2020 - Wiley Online Library
Abstract The importance of 1, 5‐O⋅⋅⋅ chalcogen (Ch) interactions in isochalcogenourea
catalysis (Ch= O, S, Se) is investigated. Conformational analyses of N‐acyl …

Asymmetric synthesis of N–N axially chiral compounds via organocatalytic atroposelective N-acylation

W Lin, Q Zhao, Y Li, M Pan, C Yang, GH Yang… - Chemical Science, 2022 - pubs.rsc.org
Compared with the well-developed C–C and C–N axial chirality, the asymmetric synthesis of
N–N axial chirality remains elusive and challenging. Herein we report the first …

Non-bonding 1, 5-S⋯ O interactions govern chemo-and enantioselectivity in isothiourea-catalyzed annulations of benzazoles

ERT Robinson, DM Walden, C Fallan… - Chemical …, 2016 - pubs.rsc.org
Isothiourea-catalyzed annulations between 2-acyl benzazoles and α, β-unsaturated acyl
ammonium intermediates are selectively tuned to form either lactam or lactone heterocycles …

Construction of all-carbon quaternary stereocenters via sequential photoactivation/isothiourea catalysis

T Fan, ZJ Zhang, YC Zhang, J Song - Organic letters, 2019 - ACS Publications
Highly enantioselective [4+ 2] cyclizations of azadienes with in situ generated ketenes were
developed through sequential visible-light photoactivation/isothiourea catalysis, which offers …

Homobenzotetramisole: an effective catalyst for kinetic resolution of aryl-cycloalkanols

VB Birman, X Li - Organic Letters, 2008 - ACS Publications
Homobenzotetramisole (HBTM), a ring-expanded analogue of the previously reported
catalyst BTM, displays higher catalytic activity and a different structure-selectivity profile. It …

An isothiourea-catalyzed asymmetric [2, 3]-rearrangement of allylic ammonium ylides

TH West, DSB Daniels, AMZ Slawin… - Journal of the American …, 2014 - ACS Publications
Benzotetramisole promotes the catalytic asymmetric [2, 3]-rearrangement of allylic
quaternary ammonium salts (either isolated or prepared in situ from p-nitrophenyl …

Enantioselective catalysis by chiral isothioureas

J Merad, JM Pons, O Chuzel… - European Journal of …, 2016 - Wiley Online Library
This review covers recent developments relating to organocatalyzed transformations by
chiral isothioureas (ITUs) since their original introduction by Birman in 2006. This class of …