138668-14-1Relevant articles and documents
An improved synthesis of conjugated nitroolefins
Saikia,Barua,Sharma,Ghosh
, p. 685 - 686 (1994)
β-Nitro alcohols 1 react with triphenylphosphine/carbon tetrachloride/triethylamine under reflux to give the corresponding nitroolefins 2 in good yields (80-95%). Other groups such as tertiary hydroxyl, ether, halide etc. remain unaffected, and the nitroolefins so produced are exclusively the (E)-isomers.
Catalyst- and Substituent-Controlled Switching of Chemoselectivity for the Enantioselective Synthesis of Fully Substituted Cyclobutane Derivatives via 2 + 2 Annulation of Vinylogous Ketone Enolates and Nitroalkene
Akula, Pavan Sudheer,Hong, Bor-Cherng,Lee, Gene-Hsiang
supporting information, p. 7835 - 7839 (2019/01/04)
The first regioselective, diastereoselective, and enantioselective organocatalyzed Michael-Michael cascade of vinylogous ketone enolates and nitroalkenes for the construction of fully substituted cyclobutanes is achieved by the deployment of the appropriate chiral squaramide catalyst and the pertinent substituent on the substrate. The domino reaction provided cyclobutanes with four contiguous stereocenters, including a quaternary center in good yields with diastereomeric ratio of >20:1 and with enantioselectivities of mostly up to 98% enantiomeric excess (ee). The structures and the absolute configurations of the adducts were confirmed by single-crystal X-ray crystallographic analyses of the appropriate products.
Enantioselective hydrogenation of α,β-disubstituted nitroalkenes
Li, Shengkun,Huang, Kexuan,Zhang, Xumu
supporting information, p. 8878 - 8881 (2014/08/05)
The first highly chemo- and enantioselective hydrogenation of α,β-disubstituted nitroalkenes was accomplished with rhodium/JosiPhos-J2 as a catalyst, with the yield and enantioselectivity of up to 95% and 94%, respectively. The α-chiral nitroalkanes will provide an entry to valuable chiral amphetamines which are otherwise not so easily accessed. This journal is the Partner Organisations 2014.