The Burkholderia cepacia lipase-catalyzed transesterification of 2-rnethyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results.
A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform / E. Santaniello, S. Casati, P. Ciuffreda, G. Meroni, A. Pedretti, G. Vistoli. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 20:16(2009 Aug 26), pp. 1833-1836. [10.1016/j.tetasy.2009.07.024]
A molecular modelling approach to rationalize the stereochemical outcome of the Burkholderia cepacia lipase-catalyzed transesterification of aromatic primary alcohols with vinyl esters with different chain lengths in chloroform
E. SantanielloPrimo
;S. CasatiSecondo
;P. Ciuffreda;G. Meroni;A. PedrettiPenultimo
;G. VistoliUltimo
2009
Abstract
The Burkholderia cepacia lipase-catalyzed transesterification of 2-rnethyl-3-phenyl-1-propanol with vinyl esters proceeds with high enantioselectivity independently of the acyl chain length and the low enantioselectivity of the same reaction with 2-phenyl-1-propanol is not affected by chain length of the vinyl esters. A molecular modelling approach has been developed in order to rationalize the enzymatic results.
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