65709-73-1Relevant articles and documents
Biocatalytical production of (5S)-hydroxy-2-hexanone
Katzberg, Michael,Wechler, Kerstin,Mueller, Marion,Duenkelmann, Pascal,Stohrer, Juergen,Hummel, Werner,Bertau, Martin
experimental part, p. 304 - 314 (2009/03/11)
Biocatalytical approaches have been investigated in order to improve accessibility of the bifunctional chiral building block (5S)-hydroxy-2-hexanone ((S)-2). As a result, a new synthetic route starting from 2,5-hexanedione (1) was developed for (S)-2, whi
Highly efficient synthesis of enantiopure diacetylated C 2-symmetric diols by ruthenium- and enzyme-catalyzed dynamic kinetic asymmetric transformation (DYKAT)
Martin-Matute, Belen,Edin, Michaela,Baeckvall, Jan-E.
, p. 6053 - 6061 (2007/10/03)
Highly efficient synthesis of enantiopure diacetates of 2,4-pentanediol and 2,5-hexanediol starting from commercially available mixtures of the diols (dl/ meso ≈1:1) has been realized by combining a fast ruthenium-catalyzed epimerization with an enzymatic transesterification. The in situ coupling of these two processes produces the diacetates in high yield in > 99 % enantiomeric excess.
Yeast-mediated synthesis of optically active diols with C2-symmetry and (R)-4-pentanolide
Ikeda,Sato,Sugai,Ohta
, p. 8113 - 8122 (2007/10/03)
Reduction of some diketones and a keteacid with yeast, Pichia farinosa IAM 4682 was examined. The reduction of carbonyl groups proceeded highly selectively with an anti-Prelog fashion to give (R)-alcohols. (2R,5R)2,5- Hexanediol (83% yd., >99% e.e., 95% d.e.), (2R,4R)-2,4-pentanediol (94% yd., >99% e.e., 98% d.e.), and (R)-4-pentanolide (67% yd., >99% e.e.) were highly efficiently obtained from the corresponding ketones. Effect of the structure of substrate on the stereochemical course as well as the selectivity were discussed.