636601-12-2Relevant academic research and scientific papers
Study on the Catalytic Behavior of Bifunctional Hydrogen-Bonding Catalysts Guided by Free Energy Relationship Analysis of Steric Parameters
Yang, Chen,Wang, Jie,Liu, Yang,Ni, Xiang,Li, Xin,Cheng, Jin-Pei
, p. 5488 - 5497 (2017/04/27)
Free energy relationship (FER) studies to correlate steric parameters with the enantiocatalytic performance of bifunctional tertiary-amine hydrogen-bonding catalysts, including (S,S)-cyclohexane-1,2-diamine-derived thioureas, Cinchona alkaloid derived thioureas, and (S,S)-cyclohexane-1,2-diamine-derived squaramides, in Michael reactions revealed that the reactions are much favored by catalysts with less bulky N-substituents. The observed FERs are independent of the chiral scaffold and hydrogen-bond donor, and deepen the understanding of current bifunctional hydrogen-bonding catalysts. Moreover, DFT calculations were performed to interpret the observed high reactivities of thioureas with less bulky substituents. In particular, the computations demonstrated the advantage of a benzyl thiourea catalyst, in which an extra CH???π interaction between catalyst and substrate is the key factor.
1,3-Diamine-Derived Bifunctional Organocatalyst Prepared from Camphor
Ri?ko, Sebastijan,Svete, Jurij,?tefane, Bogdan,Perdih, Andrej,Golobi?, Amalija,Meden, An?e,Gro?elj, Uro?
supporting information, p. 3786 - 3796 (2016/12/16)
Chiral 1,2-diamines are privileged structural motifs in organocatalysis, whereas efficient 1,3-diamine-derived organocatalysts are very rare. Herein we report a highly efficient camphor-1,3-diamine-derived squaramide organocatalyst. Its catalytic activity
Synthesis and evaluation of cationic norbornanes as peptidomimetic antibacterial agents
Hickey, Shane M.,Ashton, Trent D.,Khosa, Simren K.,Robson, Ryan N.,White, Jonathan M.,Li, Jian,Nation, Roger L.,Yu, Heidi Y.,Elliott, Alysha G.,Butler, Mark S.,Huang, Johnny X.,Cooper, Matthew A.,Pfeffer, Frederick M.
supporting information, p. 6225 - 6241 (2015/06/08)
A series of structurally amphiphilic biscationic norbornanes have been synthesised as rigidified, low molecular weight peptidomimetics of cationic antimicrobial peptides. A variety of charged hydrophilic functionalities were attached to the norbornane scaffold including aminium, guanidinium, imidazolium and pyridinium moieties. Additionally, a range of hydrophobic groups of differing sizes were incorporated through an acetal linkage. The compounds were evaluated for antibacterial activity against both Gram-negative and Gram-positive bacteria. Activity was observed across the series; the most potent of which exhibited an MIC's ≤ 1 μg mL-1 against Streptococcus pneumoniae, Enterococcus faecalis and several strains of Staphylococcus aureus, including multi-resistant methicillin resistant (mMRSA), glycopeptide-intermediate (GISA) and vancomycin-intermediate (VISA) S. aureus.
Ferrocene analogues of hydrogen-bond-donor catalysts: An investigative study on asymmetric Michael addition of 1,3-dicarbonyl compounds to nitroalkenes
Rao, Kadiyala Srinivasa,Trivedi, Rajiv,Kantam, M. Lakshmi
supporting information, p. 221 - 227 (2015/03/03)
This report describes the synthesis of eight ferrocene derivatives of squaramide- or thiourea- based bifunctional catalysts containing cinchona alkaloid moieties. A stepwise sequential route was used to assemble the various components of these ferrocene d
Squaric Acid N-Hydroxylamides: Synthesis, Structure, and Properties of Vinylogous Hydroxamic Acid Analogues
Lim, Nathaniel C.,Morton, Martha D.,Jenkins, Hilary A.,Brueckner, Christian
, p. 9233 - 9241 (2007/10/03)
The synthesis of squaric acid N-hydroxylamide esters 5 and amides 6 from dimethyl squarate 2a is described. These derivatives are analogues of the naturally occurring iron(III) chelator hydroxamic acid. On the basis of a comparative reactivity study, a co
