41109-94-8Relevant articles and documents
One-Pot Synthesis of γ-Azidobutyronitriles and Their Intramolecular Cycloadditions
Ivanov, Konstantin L.,Tukhtaev, Hamidulla B.,Tukhtaeva, Feruza O.,Bezzubov, Stanislav I.,Melnikov, Mikhail Ya.,Budynina, Ekaterina M.
, p. 3356 - 3373 (2020/09/15)
Efficient gram-scale, one-pot approaches to azidocyanobutyrates and their amidated or decarboxylated derivatives have been developed, starting from commercially available aldehydes and cyanoacetates. These techniques combine (1) Knoevenagel condensation,
Synthesis of (E)-α,β-unsaturated carboxylic esters derivatives from cyanoacetic acid via promiscuous enzyme-promoted cascade esterification/Knoevenagel reaction
Wilk, Monika,Trzepizur, Damian,Koszelewski, Dominik,Brodzka, Anna,Ostaszewski, Ryszard
, (2019/02/25)
A new enzymatic protocol based on lipase-catalyzed cascade toward (E)-α,β-unsaturated carboxylic esters is presented. The proposed methodology consists of elementary organic processes starting from acetals and cyanoacetic acid leading to the formation of desired products in a cascade sequence. The combination of enzyme promiscuous abilities gives a new opportunity to synthesize complex molecules in the one-pot procedure. Results of studies on the influence of an enzyme type, solvent, and temperature on the cascade reaction course are reported. The presented methodology provides meaningful qualities such as significantly simplified process, excellent E-selectivity of obtained products and recycling of a biocatalyst.
Lewis Acid Triggered Vinylcyclopropane-Cyclopentene Rearrangement
Ivanova, Olga A.,Chagarovskiy, Alexey O.,Shumsky, Alexey N.,Krasnobrov, Vasiliy D.,Levina, Irina I.,Trushkov, Igor V.
, p. 543 - 560 (2018/01/27)
We report a mild Lewis acid induced isomerization of donor-acceptor cyclopropanes, containing an alkenyl moiety and diverse electron-withdrawing group(s) at the adjacent positions, into substituted cyclopentenes. We have found that 1,1,2-trisubstituted cy