309918-75-0Relevant academic research and scientific papers
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
supporting information, 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.
Enantioselective 1,3-dipolar cycloadditions of nitrones with unsaturated aldehydes promoted by a recyclable tetraarylphosphonium supported imidazolidinone catalyst
Nie, Xin,Lu, Cuifen,Chen, Zuxing,Yang, Guichun,Nie, Junqi
, p. 171 - 174 (2014/07/21)
The tetraarylphosphonium supported chiral imidazolidinone catalyzes the enantioselective 1,3-dipolar cycloadditions of nitrones and α,β- unsaturated aldehydes to provide isoxazolidine aldehydes in good yields with excellent diastereo- and enantioselectivi
A magnetoclick imidazolidinone nanocatalyst for asymmetric 1,3-dipolar cycloadditions
Pagoti, Sreenivasarao,Dutta, Debasish,Dash, Jyotirmayee
supporting information, p. 3532 - 3538 (2014/01/06)
A 1,3-dipolar azide-alkyne cycloaddition has been used to prepare a magnetic nanoparticle immobilized MacMillan catalyst that catalyzes the enantioselective 1,3-dipolar cycloaddition between nitrones and α,β-unsaturated aldehydes. The catalyst can be recovered and recycled for five consecutive runs without any significant loss in yields and diastereo- and enantioselectivities of the isoxazolidines. Copyright
Synthesis and application of a recyclable ionic liquid-supported imidazolidinone catalyst in enantioselective 1,3-dipolar cycloaddition
Shen, Zhi-Liang,Goh, Kau Kiat Kelvin,Wong, Colin Hong An,Loo, Wan-Yi,Yang, Yong-Sheng,Lu, Jun,Loh, Teck-Peng
supporting information; body text, p. 5856 - 5858 (2012/08/14)
The synthesis of recyclable ionic liquid-supported imidazolidinone catalyst I and its application in 1,3-dipolar cycloaddition of nitrone with α,β-unsaturated aldehyde with high performance were described. Most importantly, the catalyst I can be recovered
