125103-96-0Relevant academic research and scientific papers
Highly Enantioselective Synthesis of β-Hydroxy Nitriles by the Cyanomethylation of Aldehydes using DPMPM as a Chiral Catalyst or Ligand
Soai, Kenso,Hirose, Yuji,Sakata, Shuichi
, p. 677 - 680 (1992)
Optically active β-hydroxy nitriles in up to 93percent e.e. were obtained by the enantioselective addition of cyanomethylzinc bromide to aldehydes using DPMPM as a chiral catalyst or ligand.
Organocatalysed synthesis of isoxazolines initiated by a chemoselective oxa-Michael reaction of N-BocNHOH
Noel,Gembus,Levacher,Briere
supporting information, p. 1245 - 1249 (2014/03/21)
An organocatalysed and chemoselective one-pot oxa-Michael-cyclocondensation reaction of N-BocNHOH to unsaturated α-ketoesters is reported which affords an original entry to enantioenriched 3-isoxazoline carboxylate derivatives as biorelevant heterocyclic
A robust nickel catalyst for cyanomethylation of aldehydes: Activation of acetonitrile under base-free conditions
Chakraborty, Sumit,Patel, Yogi J.,Krause, Jeanette A.,Guan, Hairong
supporting information, p. 7523 - 7526 (2013/07/26)
Nick of time: The nickel cyanomethyl complex 1 catalyzes the room temperature coupling of aldehydes with acetonitrile under base-free conditions. The catalytic system is long-lived and remarkably efficient with high turnover numbers (TONs) and turnover fr
Nucleophilic addition of α-(dimethylsilyl)nitriles to aldehydes and ketones
Jinzaki, Takaaki,Arakawa, Mitsuru,Kinoshita, Hidenori,Ichikawa, Junji,Miura, Katsukiyo
supporting information, p. 3750 - 3753 (2013/08/23)
α-Alkylated (dimethylsilyl)acetonitriles (Me2HSiCR 3R4CN) react spontaneously with aldehydes in DMSO to give β-hydroxynitriles in good to high yields. The addition to ketones is effectively promoted by using MgCl2/su
N-Heterocyclic carbene-catalyzed cyanomethylation of aldehydes with TMSAN
Fan, Ye-Cheng,Du, Guang-Fen,Sun, Wan-Fu,Kang, Wei,He, Lin
supporting information; experimental part, p. 2231 - 2233 (2012/05/20)
N-Heterocyclic carbenes (NHCs) have been served as efficient catalysts for cyanomethylation of carbonyl compounds. In the presence of 5 mol % NHC, various aldehydes and 2,2,2-trifluoroacetophenone reacted with trimethylsilylacetonitrile (TMSAN) to give β-hydroxynitriles in moderate to high yields.
Metal or ammonium alginates as Lewis base catalysts for the 1,2-addition of silyl nucleophiles to carbonyl compounds
Verrier, Cécile,Oudeyer, Sylvain,Dez, Isabelle,Levacher, Vincent
supporting information; experimental part, p. 1958 - 1960 (2012/05/19)
Several metal (Na+, Ca2+) or ammonium (n-Bu 4N+) derivatives of alginic acid, an abundant bio-polymer obtained from the cell walls of brown algae, were synthesized. Their potential to act as organocatalysts to catalyze the 1,2-addition of various silyl derivatives to carbonyl compounds was evaluated for the first time. Ammonium alginate 1h is able to promote the reaction in modest to good isolated yields (up to 98%) affording access to a large range of substrates (β-cyano alcohols or ester, β-substituted methylacrylate or acrylonitrile, and cyanohydrin) by using only 5 mol % of catalyst.
Synthesis of yashabushidiol and its analogues and their cytotoxic activity against cancer cell lines
Narasimhulu,Srikanth Reddy,Chinni Mahesh,Sai Krishna,Venkateswara Rao,Venkateswarlu
supporting information; experimental part, p. 3125 - 3127 (2010/03/03)
A total synthesis of yashabushidiol (1a), a linear diarylheptanoid having 1,3- diol system and its analogues has been achieved by alkynylation of 3-hydroxy-5-phenyl pentanal with substituted phenyl acetylenes. All the compounds have shown significant anti
Catalytic cyanomethylation of carbonyl compounds and imines with highly basic phosphine
Matsukawa, Satoru,Kitazaki, Eri
, p. 2982 - 2984 (2008/09/20)
A highly basic phosphine, tris(2,4,6-trimethoxy phenyl)phosphine (TTMPP), catalyzes cyanomethylation using trimethylsilylacetonitrile (TMSCH2CN) to give the corresponding products in good to high yields, with both carbonyl compounds and imines.
Catalytic nucleophilic activation of acetonitrile via a cooperative catalysis of cationic Ru complex, DBU, and NaPF6
Kumagai, Naoya,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 8598 - 8608 (2008/02/10)
The development of an efficient catalytic system for the direct addition of acetonitrile under mild amine basic conditions is described. A cooperative catalysis of CpRu complex, DBU, and NaPF6 enables chemoselective and catalytic generation of
A total synthesis of (+)- and (-)-dihydrokavain with a sonochemical blaise reaction as the key step
Wang, Fang-Dao,Yue, Jian-Min
, p. 2575 - 2579 (2007/10/03)
Starting from 2,3-O-isopropylidene-D-glyceraldehyde (2) as chiral material, the naturally occurring (S)-(+)-dihydrokavain (1a) was synthesized by a procedure that involves a sonochemical Blaise reaction as the key step. The absolute configuration of (S)-(
