144054-70-6Relevant articles and documents
Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes
Begum, Zubeda,Sannabe, Haruka,Seki, Chigusa,Okuyama, Yuko,Kwon, Eunsang,Uwai, Koji,Tokiwa, Michio,Tokiwa, Suguru,Takeshita, Mitsuhiro,Nakano, Hiroto
, p. 203 - 209 (2021/02/09)
Simple primary β-amino alcohols act as an efficient organocatalysts in the asymmetric Michael addition of β-keto esters with nitroalkenes affording highly pure chiral Michael adducts. Also, both enantiomers of the adducts were obtained, depending on the specific catalyst used and reaction temperature.
Silyloxy Amino Alcohol Organocatalyst for Enantioselective 1,3-Dipolar Cycloaddition of Nitrones to α,β-Unsaturated Aldehydes
Otsuki, Teppei,Kumagai, Jun,Kohari, Yoshihito,Okuyama, Yuko,Kwon, Eunsang,Seki, Chigusa,Uwai, Koji,Mawatari, Yasuteru,Kobayashi, Nagao,Iwasa, Tatsuo,Tokiwa, Michio,Takeshita, Mitsuhiro,Maeda, Atushi,Hashimoto, Akihiko,Turuga, Kana,Nakano, Hiroto
, p. 7292 - 7300 (2015/11/25)
The catalytic activity of a simple amino alcohol that contains a bulky super silyl group [i.e., tris(trimethylsilyl)silyl (TTMSS)] bonded to the oxygen atom at the γ-position along with a primary amine moiety was examined in the enantioselective 1,3-dipolar cycloaddition of nitrones to α,β-unsaturated aldehydes. The organocatalyst successfully provided optically active isoxazolidines in good chemical yields (up to 86 %) with excellent diastereoselectivities (endo/exo, up to 96:4) and enantioselectivities (up to 97 % ee). Furthermore, the obtained isoxazolidines were easily converted into γ-amino diols that contain three contiguous stereogenic centers.
Tridentate ligands derived from L-tert-Leucine for the Cu(II) mediated asymmetric Henry reaction
Korkmaz, Neslihan,Astley, Demet,Astley, Stephen T.
experimental part, p. 361 - 374 (2012/02/01)
Chiral tridentate Schiff base ligands were prepared from L-tert-Leucine and used as catalysts in the asymmetric Henry reaction in the presence of Cu(II) ions. Moderate enantiomeric excesses (up to 66%) and yields (up to 76%) of the desired β-nitroalcohols were obtained. TUeBITAK.