213776-05-7Relevant articles and documents
Hydrogen Bonding-Assisted Enhancement of the Reaction Rate and Selectivity in the Kinetic Resolution of d,l-1,2-Diols with Chiral Nucleophilic Catalysts
Fujii, Kazuki,Mitsudo, Koichi,Mandai, Hiroki,Suga, Seiji
, p. 2778 - 2788 (2017/08/23)
An extremely efficient acylative kinetic resolution of d,l-1,2-diols in the presence of only 0.5 mol% of binaphthyl-based chiral N,N-4-dimethylaminopyridine was developed (selectivity factor of up to 180). Several key experiments revealed that hydrogen bonding between the tert-alcohol unit(s) of the catalyst and the 1,2-diol unit of the substrate is critical for accelerating the rate of monoacylation and achieving high enantioselectivity. This catalytic system can be applied to a wide range of substrates involving racemic acyclic and cyclic 1,2-diols with high selectivity factors. The kinetic resolution of d,l-hydrobenzoin and trans-1,2-cyclohexanediol on a multigram scale (10 g) also proceeded with high selectivity and under moderate reaction conditions: (i) very low catalyst loading (0.1 mol%); (ii) an easily achievable low reaction temperature (0 °C); (iii) high substrate concentration (1.0 M); and (iv) short reaction time (30 min). (Figure presented.).
Stereoselective synthesis of optically active hydrobenzoins via asymmetric hydrogenation of benzils with Ru(OTf)(TsDPEN)(I·6- cymene) as the pre-catalyst
Huang, Xiaofei,Li, Naikai,Geng, Zhicong,Pan, Fengfeng,Wang, Xingwang
, p. 2657 - 2663 (2013/01/15)
Optically active hydrobenzoins are very important building blocks for further derivation of biologically active complexes, natural products, and pharmaceutical compounds. In this paper, A practical approach has been developed for asymmetric hydrogenation
Lanthanitin: A chiral nanoball encapsulating 18 lanthanum ions by ferritin-like assembly
Jeong, Kyung Seok,Kim, Young Shin,Kim, Yun Ju,Lee, Eunsung,Yoon, Ji Hye,Park, Won Hwa,Park, Young Woo,Jeon, Seung-Joon,Kim, Zee Hwan,Kim, Jaheon,Jeong, Nakcheol
, p. 8134 - 8138 (2008/02/12)
(Figure Presented) A chiral supramolecule, obtained by self-assembly of 24 chiral ditopic carboxylate ligands, 18 La ions, and two carbonate anions, has been dubbed lanthanitin because of its structural resemblance to ferritin. The picture shows the molec