21069-29-4Relevant academic research and scientific papers
Hydrogen-Bond-Assisted Sequential Reaction of Silyl Glyoxylates: Stereoselective Synthesis of Silyl Enol Ethers
Zhu, Chen,Han, Man-Yi,Liang, Xiu-Xia,Guan, Bin,Li, Pinhua,Wang, Lei
supporting information, p. 54 - 59 (2021/01/09)
A novel hydrogen-bond-assisted sequential reaction of silyl glyoxylates is described. This method provides an efficient strategy for the synthesis of silyl enol ethers with high selectivity. In these transformations, hydrogen bonds from 2-nitroethanol and its derivatives are critical to the stereochemical outcome. Both E- and Z-isomers are achieved via Henry reaction/Brook rearrangement/elimination and Henry reaction/Brook rearrangement/retro-Henry reaction/elimination processes, respectively (up to 99:1 Z-selectivity, and 9.2:1 E-selectivity).
Synthesis and characterization of a novel nanomagnetic phase-transfer catalyst and its application to regioselective synthesis of β-azido and β-nitro alcohols in water
Ayashi,Fallah-Mehrjardi,Kiasat
, p. 846 - 852 (2017/08/02)
Immobilization of polyethylene glycol-substituted 1-methylimidazolium bromide on the surface of magnetic Fe3O4 nanoparticles through hexane-1,6-diyldicarbamate linker afforded a powerful and reusable heterogeneous phase-transfer cata
Synthesis and characterization of a novel nano-Fe3O4-copoly[(styrene/acrylic acid)/grafted ethylene oxide and its application as a magnetic and recyclable phase-transfer catalyst in the preparation of β-azido alcohols and β-nitro alc
Kiasat, Ali Reza,Daei, Mina,Saghanezhad, Seyyed Jafar
, p. 581 - 594 (2016/04/26)
A facile method was developed for the synthesis of β-azido alcohols and β-nitro alcohols in the presence of a novel nano-Fe3O4-copoly[(styrene/acrylic acid)/grafted ethylene oxide (nano-Fe3O4-PS-Co-[PAA-g-PEG])
Formal Synthesis of (+)-Lasubine II and (-)-Subcosine II via Organocatalytic Michael Addition of a Ketone to an α-Nitrostyrene
Moorthy,Dyapa, Rajendar,Pansare, Sunil V.
supporting information, p. 5312 - 5315 (2015/11/18)
The first examples of an organocatalytic Michael addition of a ketone to in situ generated α-nitrostyrenes are reported. A suitably functionalized γ-nitroketone obtained from the organocatalyzed Michael addition was converted into (+)-2-epi-lasubine II, the immediate synthetic precursor of (+)-lasubine II and (-)-subcosine II (enantiomers of the natural quinolizidine alkaloids). Two of the three stereocenters in (+)-2-epi-lasubine II are set by the Michael reaction.
LaCl3·7H2O-promoted regioselective ring opening of epoxides using NaNO2 in ether-water system: A facile synthesis of 2-nitroalcohols
Borah, Jagat C.,Gogoi, Siddhartha,Boruwa, Joshodeep,Barua, Nabin C.
, p. 873 - 878 (2007/10/03)
A convenient and efficient synthesis of 2-nitroalcohols has been achieved by regioselective ring opening of epoxides using LaCl3·7H 2O and NaNO2 in ether-H2O system at room temperature. The reaction afforded the corresponding products in good to excellent yields under mild conditions.
Micellar media for the efficient ring opening of epoxides with CN-, N3-, NO3-, NO2-, SCN-, Cl- and Br- catalyzed with Ce(OTf)4
Iranpoor, Nasser,Firouzabadi, Habib,Shekarize, Marzieh
, p. 724 - 727 (2007/10/03)
Micellar media are introduced for the efficient ring opening of epoxides with sodium salts of nucleophiles such as CN, N3-, NO3-, NO2, SCN, Br and Cl-, catalyzed with Ce(OTf)4. This method is an efficient procedure for the synthesis of different β-substituted alcohols under mild reaction conditions. The reaction with SCN- is an easy procedure for the high yielding preparation of epoxy sulfides.
Reactions of O,O-Diprotonated Nitro Olefins with Benzenes. Formations of Phenylacetones, 4H-1,2-Benzoxazines and Biarylacetone Oximes
Ohwada, Tomohiko,Okabe, Kazuaki,Ohta, Toshiharu,Shudo, Koichi
, p. 7539 - 7555 (2007/10/02)
O,O-Diprotonated nitro olefins undergo three alternative electrophilic reactions which yield α-phenylacetones, 4H-1,2-benzoxazines and biphenylacetone oximes depending on the reaction conditions (temperature and time) and aromatic substrates.Although these reactions are seemingly divergent, a common intermediate of a phenylated protonated aci-nitro species, derived from the dication, is postulated to be involved in the reactions.Furthermore, the formation of benzoxazines and biphenylacetone oximes can be interpreted in terms of participation of novel chemical species with phenylethylene dication character derived from the common intermediate.
