136521-57-8Relevant articles and documents
Enantiomerically pure tetrahydroisoquinolines by enzyme catalysis and gold-catalyzed phenol synthesis
Hashmi, A. Stephen K.,Ata, Filiz,Haufe, Patrick,Rominger, Frank
experimental part, p. 1919 - 1927 (2009/06/20)
Five different furfural derivatives were converted to chiral cyanohydrins by enzyme catalysis in good enantiomeric excess. After a sequence of silyl protection, nitrile reduction, tosylation and propargylation, substrates for the gold(I) catalyzed cyclois
A study of asymmetric hydrocyanation of heteroaryl carboxaldehydes catalyzed by (R)-oxynitrilase under micro-aqueous conditions
Chen, Peiran,Han, Shiqing,Lin, Guoqiang,Huang, Hao,Li, Zuyi
, p. 3273 - 3279 (2007/10/03)
A number of new optically active heteroaryl cyanohydrins have been prepared by hydrocyanation under micro-aqueous conditions catalyzed by almond meal (containing (R)-oxynitrilase). Substituent effects on the reaction are discussed. This micro-aqueous meth
Asymmetric Hydrocyanation of a Range of Aromatic and Aliphatic Aldehydes
Matthews, Barry R.,Jackson, W. Roy,Jayatilake, Gamini S.,Wilshire, Colin,Jacobs, Howard A.
, p. 1697 - 1710 (2007/10/02)
A range of aryl, alkyl and heterocyclic aldehydes have been treated with hydrogen cyanide in the presence of the 'Inoue' catalyst, (R,R)- or (S,S)-cyclo.Most aryl aldehydes with electron-donating substituents in the m-or p-positions give high enantiomeric excess (e.e) values (>=80percent) but aryl aldehydes with strong electron-withdrawing substituents gave moderate e.e. values (=50percent).These moderate values are believed to be due to partial racemization of the product cyanohydrins in the presence of the mildly basic catalyst.In contrast to the reactions of aryl aldehydes, reactions of alkyl aldehydes and of ketones gave low e.e. values (=30percent) and an explanation is proposed.