Data di Pubblicazione:
2012
Citazione:
Enzymatic synthesis of both enantiomeric forms of 3-allyloxy-propane-1,2-diol / S. Casati, E. Santaniello, P. Ciuffreda. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 23:5(2012 Mar 15), pp. 395-400. [10.1016/j.tetasy.2012.03.008]
Abstract:
The stereoselective synthesis of (S)- and (R)-3-allyloxy-propane-1,2-diol has been accomplished in four steps from (RS)-3-allyloxy-propane-1,2-diol. Only one intermediate, namely 1-benzoyloxy-3-allyloxy-2-propanone has been prepared by a chemical reaction, that is, pyridinium chlorochromate oxidation of 1-benzoyloxy-3-allyloxypropan-2-ol. All of the remaining reactions (regioselective acylations, asymmetric bioreduction of prochiral ketones, and enzymatic alcoholysis) have been carried out in the presence of biocatalysts.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
lipase-catalyzed benzoylation; platelet-activating-factor; biocatalytic reduction; stereochemical control; chemoenzymatic synthesis; asymmetric reduction; aromatic ketones; yeast reductions; miehei lipase
Elenco autori:
S. Casati, E. Santaniello, P. Ciuffreda
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