10021-64-4Relevant articles and documents
ASYMMETRIC TRANSCYANOHYDRINATION
Kobayashi, Yoshiyuki,Hayashi, Hiroaki,Miyaji, Koji,Inoue, Shohei
, p. 931 - 934 (1986)
Transcyanohydrination, the reaction between an aldehyde and acetone cyanohydrin to give the cyanohydrin of the aldehyde, catalyzed by cyclo((S)-phenylalanyl-(S)-histidyl) gives the product with optical yield up to 63 percent from some aromatic and aliphatic aldehydes.The reaction catalyzed by (S)-α-dimethylamino-ε-caprolactam gives the product with optical yield of 15 - 25 percent from aliphatic aldehydes.
Chiral linear polymers bonded alternatively with salen and 1,4-dialkoxybenzene: Synthesis and application for Ti-catalyzed asymmetric TMSCN addition to aldehydes
Sakthivel, Sekarpandi,Punniyamurthy, Tharmalingam
experimental part, p. 2834 - 2840 (2011/03/19)
The synthesis of chiral linear polymers 1a-b having salen and 1,4-dioctyloxybenzene as alternate segments has been accomplished. The GPC analysis showed the molecular weights corresponding to ca. 15 (Mw = 10,999, Mn = 9165 and PDI = 1.20) repeating units for 1a and ca. 8 (Mw = 8547, Mn = 7883 and PDI = 1.08) repeating units for 1b. Polymers 1a-b have been studied with Ti(OiPr)4 as a recyclable catalyst for the asymmetric addition of TMSCN to aldehydes while the selectivity of the polymer catalyst is identical to that of the monomer. The reactions are efficient affording the cyanohydrins with up to 88% ee. The selectivity of the polymer based catalyst 9a is found to be the same to that of the monomer 10a. The reaction provides the advantages of simplified product isolation and easy recovery and recyclability of polymer catalyst 9a without any loss of activity or selectivity.
A new (R)-hydroxynitrile lyase from Prunus mume: Asymmetric synthesis of cyanohydrins
Nanda, Samik,Kato, Yasuo,Asano, Yasuhisa
, p. 10908 - 10916 (2007/10/03)
A new hydroxynitrile lyase (HNL) was isolated from the seed of Japanese apricot (Prunus mume). The enzyme has similar properties with HNL isolated from other Prunus species and is FAD containing enzyme. It accepts a large number of unnatural substrates (benzaldehyde and its variant) for the addition of HCN to produce the corresponding cyanohydrins in excellent optical and chemical yields. A new HPLC based enantioselective assay technique was developed for the enzyme, which promotes the addition of KCN to benzaldehyde in a buffered solution (pH=4.5).