Data di Pubblicazione:
1991
Citazione:
CHEMOENZYMATIC SYNTHESIS OF THE ENANTIOMERS OF IOPANOIC ACID / M. Colombo, M. De Amici, C. De Micheli, D. Pitré, G. Carrea, S. Riva. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 2:10(1991), pp. 1021-1030. [10.1016/S0957-4166(00)86152-2]
Abstract:
The two enantiomers of Iopanoic acid 1 were prepared in enantiomeric
excess higher than 90\% by enzyme-catalyzed hydrolysis of precursors
(+/-)-2a and (+/-)-3a, followed by standard chemical transformations.
Among the tested enzymes, chymotrypsin and Lipase PS proved to be the
most selective catalysts. The stereochemical outcome of the
lipase-catalyzed hydrolyses of esters (+/-)-2a-d is strictly dependent
upon both the size of the alkyl group attached to the chiral center and
the substituent in the aromatic ring. The enantioselectivity of the
reactions was evaluated by chiral HPLC and the configurations of the new
products were assigned by chemical correlations.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
M. Colombo, M. De Amici, C. De Micheli, D. Pitré, G. Carrea, S. Riva
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