117658-15-8Relevant academic research and scientific papers
Organocatalytic Nitroaldol Reaction Associated with Deuterium-Labeling
Yamada, Tsuyoshi,Kuwata, Marina,Takakura, Ryoya,Monguchi, Yasunari,Sajiki, Hironao,Sawama, Yoshinari
supporting information, p. 637 - 641 (2017/12/13)
A deuterium-labeling reaction of nitroalkanes in deuterium oxide and the subsequent nitroaldol reaction have been accomplished under basic and organocatalytic conditions to provide the deuterium-labeled β-nitroalcohols in high yields and high deuterium contents. β-Deuterated β-nitroalcohols could be smoothly obtained from the reaction of nitroalkanes and various electrophiles using the easily-removal basic resin WA30. Furthermore, the asymmetric nitroaldol reaction using nitromethane and α-keto esters as electrophiles in the presence of a quinine-derived organocatalyst in deuterium oxide could provide the desired β-deuterated nitroalcohol derivatives with high enantioselectivities. (Figure presented.).
Synthesis and properties of azoles and their derivatives. Part LXII. Secondary deuterium kinetic isotope effects in [2+3] cycloaddition of (E)-2-phenylnitroethene to (Z)-C,N-diphenylnitrone
Baranski,Lyubimtsev,Jasinski,Kwiatkowska
, p. 1036 - 1042 (2008/09/21)
SKIE analysis of [2+3] cycloaddition of (E)-2-phenylnitroethene to (Z)-C,N-diphenyl-nitrone suggests that for both stereoisomeric reaction paths (Scheme 1 ), the 01-C5 bond of the adduct forms faster than the corresponding C3-C4 bond. Nevertheless, both s
Synthesis and properties of azoles and their derivatives. XLIII. Regio- and stereoselectivity of [2+3] cycloaddition reaction of E-β-nitrostyrene to Z-C-aryl-N-phenylnitrones
Baranski
, p. 767 - 775 (2007/10/03)
E-β-Nitrostyrene (1) reacts with Z-C-aryl-N-phenylnitrones (2a-h) exclusively to give trans- and cis-2,5-diphenyl-3-aryl-4-nitroisoxazolidines (3a-h, 4a-h) in high yield. The molar ratio of trans and cis stereoisomers is affected by substituent in phenyl
Mechanism of the yeast mediated reduction of nitrostyrenes in light petroleum
McAnda, Anita F.,Roberts, Kade D.,Smallridge, Andrew J.,Ten, Abilio,Trewhella, Maurie A.
, p. 501 - 504 (2007/10/03)
The yeast mediated reduction of a range of α- and β-deutero substituted nitrostyrenes has been conducted in light petroleum in the presence of a small amount of water or D2O. NMR analysis of the products from these reactions has allowed the determination of the mechanism of this yeast reduction reaction. The results indicate that initially, a reversible non-stereoselective protonation occurs at the β-centre, followed by stereoselective addition of hydride at the α-position.
The (apparently disrotatory) thermal ring opening of 4-nitro-1-cyclobuten-1-amines
Eijk, Peter J. S. S. van,Overkempe, Cor,Trompenaars, Willem P.,Reinhoudt, David N.,Harkema, Sybolt
, p. 40 - 51 (2007/10/02)
A series of 4-nitro-1-cyclobuten-1-amines 3 was isolated from the thermal (2+2) cycloaddition of nitro(cyclo)alkenes 1 and ynamines 2.Heating of 3a-d yielded products corresponding with disrotatory ring opening viz. the 1,3-dienes 6a-d.Heating of 3e,f at
