6542-76-3Relevant articles and documents
Conversions of sulfone-containing vinyl azides to vinyl triazoles and enamides
Collins, Niall,Sánchez-Sanz, Goar,Evans, Paul
, (2021)
Reported is the efficient conversion of four 3-sulfonyl prop-1-enyl azides into seven 3-sulfonyl prop-1-enyl triazoles. Results demonstrate that the stereochemical integrity of the alkene was maintained during this process. The conversion of (Z)-((3-azido
Synthesis of Nitrogen-Containing Heterocycles through Catalytic Dehydrative Cyclization Reactions
Rodriguez Del Rey, Freddy O.,Floreancig, Paul E.
, p. 150 - 154 (2021/01/09)
Re2O7 in hexafluoroisopropyl alcohol provides access to cationic intermediates from alcohols through the intermediacy of perrhenate esters. This manuscript describes the application of the system to the formation of a number of weakly basic heterocyclic systems through dehydration reactions and intramolecular nucleophilic addition. The influence of the substrate structure on the reaction rates and stereocontrol is discussed with respect to intermediate ion pairs.
Transition State-Based Sialyltransferase Inhibitors: Mimicking Oxocarbenium Ion by Simple Amide
Guo, Jian,Li, Wenming,Xue, Weiwei,Ye, Xin-Shan
, p. 2135 - 2141 (2017/03/17)
In the new transition-state based sialyltransferase inhibitors, an amide group was placed at the corresponding C-2 position of CMP-sialic acid to mimic the geometry and charge distribution in the transition state, and simple aromatic or aliphatic rings were used instead of the sialic acid moiety. All synthetic compounds exhibited excellent α(2-6)-sialyltransferase inhibition, resulting in up to a 2600-fold higher affinity for the enzyme than CMP-Neu5Ac, suggesting that amide is a key element for simulating transition-state features.