90162-24-6Relevant academic research and scientific papers
Regio- and stereoselective reduction of diketones and oxidation of diols by biocatalytic hydrogen transfer
Edegger, Klaus,Stampfer, Wolfgang,Seisser, Birgit,Faber, Kurt,Mayer, Sandra F.,Oehrlein, Reinhold,Hafner, Andreas,Kroutil, Wolfgang
, p. 1904 - 1909 (2007/10/03)
The asymmetric reduction of symmetrical and nonsymmetrical diketones as well as the stereoselective oxidation of various diols by biocatalytic hydrogen transfer was investigated by employing lyophilized cells of Rhodococcus ruber DSM 44541 containing alcohol dehydrogense ADH-'A'. Symmetrical and nonsymmetrical diketones at the (ω-1)- and (ω-2)-positions are reduced to the Prelog product with high stereopreference, while sterically more demanding ketone moieties, for example those at the (ω-3)-position, remain unchanged. For the oxidation mode, differentiation between primary and secondary alcohols is achieved, and the (S)-configured secondary alcohols at the (ω-1)- and (ω-2)-positions are oxidized preferentially. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Diols obtained via chemo and regioselective ring opening of epoxy alcohols: A straightforward synthesis of 2S,3S-octandiol
Bonini, Carlo,Righi, Giuliana
, p. 1531 - 1538 (2007/10/02)
Epoxy alcohols are regio and chemoselectively opened to the corresponding iodohydrins and then reduced in situ to diols; the application of the described procedure leads to a short asymmetric of a well known pheromone. Also homoallylic (E and Z) epoxy alcohols and its benzylated derivatives shows high preference for regioselective opening affording the corresponding 1,3 diol.
REGIOSELECTIVITY OF ALDOL CONDENSATION AND THE STEREOCHEMISTRY OF THE PRODUCTS FROM THE REDUCTION OF β-HYDROXY KETONES
Timoteus, Kh. R.,Pekhk, T. I.,Myaeorg, U. Yu.,Karro, M. K.,Eiber, V. A.
, p. 2073 - 2078 (2007/10/02)
The thermodynamically controlled β-hydroxy ketones are mostly formed during the aldol condensation of ketones with aldehydes in the presence of alkali.The importance of considering the intramolecular hydrogen bonds was confirmed during conformational analysis of the isomeric mixtures of β-diols produced by the reduction of the β-hydroxy ketones.
