212968-67-7Relevant articles and documents
Resolution of 1-arylalkylamines with 6-(1,2:3,4-di-O-isopropylidene- α-D-galactopyranosyl)hydrogen phthalate
Mereyala, Hari Babu,Fatima, Liyakat,Pola, Pallavi
, p. 585 - 587 (2004)
The resolving ability of a new acidic resolving agent, the hydrogen phthalate of 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 1, against various 1-arylalkylamines 2a-k is described. Treatment of 1 with amines 2a-f to obtain diastereomeric salts 1·(S)2a-f in 2-propanol allowing the corresponding (S)-amines 2a-f to be recovered in good yield and 61-89% ee. Recrystallization in dichloromethane/hexane, and regeneration gave the amines in enhanced enantiomeric purity (>98% ee). 1 resolved 1-phenylpropylamine 2f in high enantiomeric purity (99% ee) than 1-phenylethylamine 2g (11% ee) and o- and m-methoxy 2h-i, o-chloro-2j and p-fluoro-2k substituted 1-arylamines (11-19% ee). A possible chiral recognition mechanism based on the ability of 1 to exist in two conformations is described.
Ultra-small cobalt nanoparticles from molecularly-defined Co-salen complexes for catalytic synthesis of amines
Beller, Matthias,Chandrashekhar, Vishwas G.,Gawande, Manoj B.,Jagadeesh, Rajenahally V.,Kalevaru, Narayana V.,Kamer, Paul C. J.,Senthamarai, Thirusangumurugan,Zbo?il, Radek
, p. 2973 - 2981 (2020/03/27)
We report the synthesis of in situ generated cobalt nanoparticles from molecularly defined complexes as efficient and selective catalysts for reductive amination reactions. In the presence of ammonia and hydrogen, cobalt-salen complexes such as cobalt(ii)-N,N′-bis(salicylidene)-1,2-phenylenediamine produce ultra-small (2-4 nm) cobalt-nanoparticles embedded in a carbon-nitrogen framework. The resulting materials constitute stable, reusable and magnetically separable catalysts, which enable the synthesis of linear and branched benzylic, heterocyclic and aliphatic primary amines from carbonyl compounds and ammonia. The isolated nanoparticles also represent excellent catalysts for the synthesis of primary, secondary as well as tertiary amines including biologically relevant N-methyl amines.
Rh(III)-Catalyzed Coupling of N-Chloroimines with α-Diazo-α-phosphonoacetates for the Synthesis of 2 H-Isoindoles
Qi, Bing,Li, Lei,Wang, Qi,Zhang, Wenjing,Fang, Lili,Zhu, Jin
supporting information, p. 6860 - 6863 (2019/09/12)
We report herein the first use of N-chloroimines as effective synthons for directed C-H functionalization. Rh(III)-catalyzed coupling of N-chloroimines with α-diazo-α-phosphonoacetates allows for efficient dechlorinative/dephosphonative access to 2H-isoindoles. Further deesterification under Ni(II) catalysis enables the complete elimination of reactivity-assisting groups and full exposure of reactivity of C3 and N2 ring atoms for attaching structurally distinct appendages.