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 …

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 …

Anhydrides as α, β-unsaturated acyl ammonium precursors: isothiourea-promoted catalytic asymmetric annulation processes

ERT Robinson, C Fallan, C Simal, AMZ Slawin… - Chemical …, 2013 - pubs.rsc.org
The asymmetric annulation of a range of α, β-unsaturated acyl ammonium intermediates,
formed from isothiourea HBTM 2.1 and anhydrides with either 1, 3-dicarbonyls, β-ketoesters …

[PDF][PDF] Dihydropyridones: catalytic asymmetric synthesis, N‐to C‐sulfonyl transfer, and derivatizations

C Simal, T Lebl, AMZ Slawin, AD Smith - Angewandte Chemie, 2012 - academia.edu
The piperidine and dihydropyridone motifs are a recognized feature of numerous structurally
diverse natural products and bioactive pharmaceuticals.[1] Among the synthetic methods …

Isothiourea-mediated asymmetric Michael-lactonisation of trifluoromethylenones: a synthetic and mechanistic study

LC Morrill, J Douglas, T Lebl, AMZ Slawin, DJ Fox… - Chemical …, 2013 - pubs.rsc.org
HBTM-2.1 promotes the catalytic asymmetric intermolecular Michael-lactonisation of
arylacetic acids and trifluoromethylenones in the presence of pivaloyl chloride, giving C (6) …

Catalytic asymmetric α-amination of carboxylic acids using isothioureas

LC Morrill, T Lebl, AMZ Slawin, AD Smith - Chemical Science, 2012 - pubs.rsc.org
HBTM-2.1 promotes the direct asymmetric α-amination of carboxylic acids with N-aryl-N-
aroyldiazenes at low catalyst loadings (as low as 0.25 mol%), giving either 1, 3, 4-oxadiazin …

Chiral DMAP‐N‐oxides as Acyl Transfer Catalysts: Design, Synthesis, and Application in Asymmetric Steglich Rearrangement

MS Xie, YF Zhang, M Shan, XX Wu, GR Qu… - Angewandte …, 2019 - Wiley Online Library
Abstract A DMAP‐N‐oxide, featuring an α‐amino acid as the chiral source, was developed,
synthesized and applied in asymmetric Steglich rearrangement. A series of O‐acylated …

Asymmetric total syntheses of (+)-davisinol and (+)-18-benzoyldavisinol: A HAT-initiated transannular redox radical approach

K Yu, F Yao, Q Zeng, H Xie, H Ding - Journal of the American …, 2021 - ACS Publications
The first and asymmetric total syntheses of two C11-oxygenated hetisine-type diterpenoid
alkaloids, namely,(+)-davisinol and (+)-18-benzoyldavisinol, is described. The concise …

Organocatalytic asymmetric [4+ 2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives

Q Ni, X Wang, F Xu, X Chen, X Song - Chemical Communications, 2020 - pubs.rsc.org
An organocatalytic asymmetric domino Mannich/cyclization reaction between 2-
benzothiazolimines with azlactones has been successfully developed. With the bifunctional …

Theoretical prediction of selectivity in kinetic resolution of secondary alcohols catalyzed by chiral DMAP derivatives

E Larionov, M Mahesh, AC Spivey, Y Wei… - Journal of the …, 2012 - ACS Publications
The mechanism of esterification of the secondary alcohol 1-(1-naphthyl) ethanol 9 by
isobutyric anhydride catalyzed by 4-pyrrolidinopyridine (PPY, 11) and a series of single …