100465-50-7Relevant articles and documents
Multiple Enantioselection by an Enzyme-Catalyzed Transacylation Reaction
Lin, Gialih,Chen, Show-Jane,Sun, Hwey-Lin
, p. 459 - 466 (2007/10/03)
Multiply enantioselective enzyme-catalyzed transacylation reactions are described.Two instances of triply enantioselective enzyme-catalyzed transacylations are 1) the reaction of rac-1-indanol with rac-1,1'-bi-2-naphthyl-2,2'-dibutyrate to afford (S)-1-indanol, (R)-1-indanylacetate, (S)-1,1'-bi-2-naphthyl-2,2'-diol, and (R)-1,1'-bi-2-naphthyl-2,2'-dibutyrate and 2) the reaction of rac-1-indanol with rac-2,2'-bis(butyroxymethyl)biphenyl to afford (S)-1-indanol, (R)-1-indanylbutyrate, (S)-2,2'-biphenyldimethanol, and (R)-2,2'-bis(butyroxy-methyl)biphenyl.Doubly enantioselective enzyme-catalyzed transacylations are described according to two instances: 1) the reaction of rac-1-indanol with rac-1,1'-bi-2-naphthyl-2-ol-2'-butyrate afforded (S)-1-indanol, (R)-1-indanylacetate, (S)-1,1'-bi-2-naphthyl-2,2'-diol, and (R)-1,1'-bi-2-naphthyl-2-ol-2'-butyrate, and 2) the reaction of rac-1-indanol with 1,3,5-O-methylidne-2,4,6-tri-O-butyrate-myo-inositol to afford (S)-1-indanol, (R)-1-indanylbutyrate, and 1,3,5-O-methylidne-2,6-di-O-butyrate-myo-inositol.Multiply enantioselective enzyme-catalyzed reactions have a merit of the enhancement of enantiomeric excess over singly enantioselective ones. - Key Words Enzyme in organic synthesis; Kinetic resolution; Lipase.