113301-28-3Relevant academic research and scientific papers
Catalytic asymmetric synthesis of O-acetyl cyanohydrins from KCN, Ac2O and aldehydes
Belokon, Yuri N.,Gutnov, Andrey V.,Moskalenko, Margarita A.,Yashkina, Lidia V.,Lesovoy, Denis E.,Ikonnikov, Nicolai S.,Larichev, Vladimir S.,Michael North
, p. 244 - 245 (2002)
A (salen)titanium catalyst has been found to induce the asymmetric addition of potassium cyanide and acetic anhydride to aldehydes, giving enantiomerically enriched cyanohydrin esters with up to 92% enantiomeric excess using just 1 mol% of the catalyst. T
Asymmetric addition of KCN and Ac2O to aldehydes catalyzed by recyclable polymeric salen-Ti(IV) complexes
Huang, Wei,Song, Yuming,Bai, Changmin,Cao, Guoying,Zheng, Zhuo
, p. 4763 - 4767 (2004)
Polymeric salen-Ti(IV) complexes were employed in the enantioselective O-acetyl cyanation of aldehydes with KCN and Ac2O. The polymeric catalysts with appropriate crosslinking degree exhibited good activities and enantioselectivities, up to 94%
Fast microwave-assisted resolution of (±)-cyanohydrins promoted by lipase from Candida antarctica
Ribeiro, Sandra S.,Ferreira, Irlon M.,Lima, Jo?o P. F.,De Sousa, Bruno A.,Carmona, Rafaela C.,Santos, Alcindo A. Dos,Porto, André L. M.
, p. 1344 - 1350 (2015/07/15)
Enzymatic kinetic resolution (EKR) of (±)-cyanohydrins was performed by using immobilized lipase from Candida antarctica (CALB) under conventional ordinary conditions (orbital shaking) and under microwave radiation (MW). The use of microwave radiation contributed very expressively on the reduction of the reaction time from 24 to 2 h. Most importantly, high selectivity (up to 92percent eep) as well as conversion was achieved under MW radiation (50-56percent).
Lewis acid-lewis base-catalysed enantioselective addition of α-ketonitriles to aldehydes
Lundgren, Stina,Wingstrand, Erica,Moberg, Christina
, p. 364 - 372 (2008/02/07)
Additions of structurally diverse α-ketonitriles to aromatic and aliphatic prochiral aldehydes yielding highly enantioenriched acylated cyanohydrins were achieved using a combination of a titanium salen dimer and an achiral or chiral Lewis base. In most cases high yields and high enantioselectivities were observed. The ee was moderate in the initial part of the reaction but increased over time. This could be avoided, and higher ees obtained, by keeping the titanium complex, in the presence or absence of aldehyde and ketonitrile, at -40°C prior to the addition of the Lewis base. A mechanism initiated by nucleophilic attack of the tertiary amine at the carbonyl carbon atom of the ketonitile is supported by 13C labelling experiments.
Asymmetric cyanosilylation of aldehydes catalyzed by novel organocatalysts
Wen, Yuehong,Huang, Xiao,Huang, Jinglun,Xiong, Yan,Qin, Bo,Feng, Xiaoming
, p. 2445 - 2448 (2007/10/03)
A novel proline-based N,N′-dioxide, which is easily prepared from inexpensive chemicals, serves as an effective catalyst for enantioselective cyanosilylation of aldehydes in up to 73% ee. Georg Thieme Verlag Stuttgart.
Development of β-hydroxyamide/titanium complexes for catalytic enantioselective silylcyanation of aldehydes
Uang, Biing-Jiun,Fu, I-Pin,Hwang, Chyuan-Der,Chang, Chun-Wei,Yang, Chun-Tzu,Hwang, Der-Ren
, p. 10479 - 10486 (2007/10/03)
A highly enantioselective addition of trimethylsilylcyanide to aldehydes catalyzed by chiral titanium complexes is described. The chiral titanium complexes were prepared in situ from Ti(OiPr)4 and β-hydroxyamide ligands, that could easily be synthesized from ketopinic acid and C2 symmetrical chiral diamines in a small number of steps. Graphical Abstract.
Polymeric salen-Ti(IV) or V(V) complex catalyzed asymmetric synthesis of O-acetylcyanohydrins from KCN, Ac2O and aldehydes
Huang, Wei,Song, Yuming,Wang, Jing,Cao, Guoying,Zheng, Zhuo
, p. 10469 - 10477 (2007/10/03)
Polymeric salen-Ti(IV) and V(V) complexes were employed in the enantioselective O-acetyl cyanation of aldehydes with potassium cyanide and acetic anhydride. The crosslinked polymeric salen-Ti(IV) catalyst exhibited good activities and enantioselectivities, up to 91% ee with 99% conversion was obtained at -20°C with 1 mol% of catalyst (based on bimetallic catalytic unit). Moreover, six consecutive recyclings with the easily recovered crosslinked polymeric catalyst showed no obvious decrease in either activity or enantioselectivity. Linear polymeric salen-V(V) catalyst showed good catalytic efficiency too, up to 94% ee with 99% conversion was obtained at -42°C with 5 mol% of catalyst. Graphical Abstract.
Process for the cyanation of aldehydes
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Page/Page column 8, (2008/06/13)
A process for cyanating an aldehyde is provided. The process comprises reacting the aldehyde with: i) a cyanide source which does not comprise a Si—CN bond or a C—(C=O)—CN moiety; and ii) a substrate susceptible to nucleophilic attack not comprising a hal
1,2-Diphenylethylenediamine linked chiral Ti(IV) complex - A new entry to the highly enantioselective silylcyanation of aliphatic and aromatic aldehydes
Chang, Chun-Wei,Yang, Chun-Tzu,Hwang, Chyuan-Der,Uang, Biing-Jiun
, p. 54 - 55 (2007/10/03)
Highly enantioselective silylcyanation of aliphatic and aromatic aldehydes was achieved by using a 1,2-diphenylethylenediamine linked chiral Ti(IV) complex as the catalyst.
Enantioselective synthesis of protected cyanohydrins
Veum, Lars,Kuster, Marina,Telalovic, Selvedin,Hanefeld, Ulf,Maschmeyer, Thomas
, p. 1516 - 1522 (2007/10/03)
A straightforward process for the preparation of optically active protected cyanohydrins, important building blocks for the synthesis of drugs and agrochemicals, has been established. Lipase B from Candida Antarctica (CAL-B) catalysed the kinetic resoluti
