69790-43-8Relevant academic research and scientific papers
Access to α-Arylglycines by Umpolung Carboxylation of Aromatic Imines with Carbon Dioxide
Guo, Chun-Xiao,Zhang, Wen-Zhen,Zhou, Hui,Zhang, Ning,Lu, Xiao-Bing
supporting information, p. 17156 - 17159 (2016/11/23)
A straightforward and transition-metal-free approach for the efficient synthesis of α-arylglycine derivatives from aromatic imines and carbon dioxide was enabled by an umpolung carboxylation reaction. Various substituted diphenylmethimines underwent the carboxylation smoothly with carbon dioxide in the presence of potassium tert-butoxide and 18-crown-6 to give the corresponding carboxylated products in good to high yields. Besides the enhancement of the solubility of potassium tert-butoxide in THF, 18-crown-6 also plays key roles in suppressing the reverse protonation or 1, 3-proton shift isomerization as well as by stabilizing the carboxylated intermediate.
Highly enantioselective titanium-catalyzed cyanation of imines at room temperature
Seayad, Abdul Majeed,Ramalingam, Balamurugan,Yoshinaga, Kazuhiko,Nagata, Takushi,Chai, Christina L. L.
supporting information; experimental part, p. 264 - 267 (2010/03/24)
(Figure presented) A highly active and enantioselective titanium-catalyzed cyanatlon of imines at room temperature Is described. The catalyst used Is a partially hydrolyzed titanium alkoxide (PHTA) precatalyst together with a readily available N-salicyl-β-aminoalcohol ligand. Up to 98% ee was obtained with quantitative yields In 15 min of reaction time using 5 mol % of the catalyst. Various N-protecting groups such as benzyl, benzhydryl, Boc, and PMP are tolerated.
A remarkable titanium-catalyzed asymmetric strecker reaction using hydrogen cyanide at room temperature
Ramalingam, Balamurugan,Seayad, Abdul Majeed,Chuanzhao, Li,Garland, Marc,Yoshinaga, Kazuhiko,Wadamoto, Manabu,Nagata, Takushi,Chai, Christina L. L.
supporting information; experimental part, p. 2153 - 2158 (2010/11/04)
Close to perfect enantioselectivity (up to 98% ee) is obtained for the formation of amino nitrites using hydrogen cyanide (HCN) as the cyanide source at room temperature for the first time. In an operationally simple process, the catalyst generated from a partially hydrolyzed titanium alkoxide (PHTA) and (S)-N-salicyl-ss-amino alcohol ligand, catalyzes the cyanation of imines in a short reaction time.
Self-assembled organic-inorganic hybrid silica with ionic liquid framework: A novel support for the catalytic enantioselective Strecker reaction of imines using Yb(OTf)3-pybox catalyst
Karimi, Babak,Maleki, Aziz,Elhamifar, Dawood,Clark, James H.,Hunt, Andrew J.
supporting information; experimental part, p. 6947 - 6949 (2010/11/04)
Yb(OTf)3-pybox is immobilized in a novel self-assembled ionic liquid hybrid silica and has been successfully applied as a catalyst for the asymmetric Strecker hydrocyanation of aldimines. This catalytic system can be reused for at least 6 times without any significant loss of activity and enantioselectivity.
Catalytic asymmetric Strecker hydrocyanation of imines using Yb(OTf) 3-pybox catalysts
Karimi, Babak,Maleki, Aziz
supporting information; experimental part, p. 5180 - 5182 (2009/12/08)
We have explored the highly enantioselective Strecker hydrocyanation of a wide range of aromatic, α,β-unsaturated, heterocyclic, and aliphatic aldimines with good to excellent conversions and ees up to 98% in the presence of catalytic amounts of Yb(OTf)s
Spectral Studies of Benzaldehyde N-Benzhydrylimines
Joshi, S. C.,Tikoo, P. K.,Mehrotra, K. N.
, p. 1009 - 1010 (2007/10/02)
Effect of substituents in the benzylidene part of some benzaldehyde N-benzhydrylimines on the IR, UV and PMR spectra has been discussed and a rationale for the observed data presented.
