Um derivado da D-xylose, 1,2-O-isopropilideno-α-D-xilofuranose (1), com Ti(O i Pr) 4 foi usado como catalisador chiral na alquilação assimétrica do benzaldeído com dietilzinco (Et 2 Zn) para produção de 1-fenil-1-propanol em alto rendimento (conversão de 90%) e enantiosseletividade moderada (45% ee (S)). As condições ótimas (conversão e enantiosseletividade) para o sistema catalítico formado por 1 e Ti(IV) foram 10.0 mol % de 1 e 1 equivalente de Ti(IV) com relação ao benzaldeído em CH 2 Cl 2 como solvente, a temperatura ambiente. Na alquilação assimétrica do benzaldeído com Et 2 Zn, o composto 1 em quantidade sub-estequiométrica com Ti(O i Pr) 4 forma um catalisador quiral do tipo Ti(IV)-açúcar, o que assegura uma conversão com bom rendimento e a enantiosseletividade da reação.A derivative of D-xylose, 1,2-O-isopropylidene-α-D-xylofuranose (1), with Ti(O i Pr) 4 was used as a chiral catalyst in the asymmetric alkylation of benzaldehyde with diethylzinc (Et 2 Zn) for the high-yield production (90% conversion) and moderate enantioselectivity (45% ee (S)) of 1-phenyl-1-propanol. Optimum conditions (conversion and enantioselectivity) for the catalytic system formed by 1 and Ti(IV) were 10.0 mol % of 1 and 1 equivalent of Ti(IV) with respect to benzaldehyde in CH 2 Cl 2 as a solvent, at room temperature. In the asymmetric alkylation of benzaldehyde with Et 2 Zn compound 1 in substoichiometric amount with Ti(O i Pr) 4 forms a chiral catalyst of the Ti(IV)-sugar type that ensures the good-yield conversion and the enantioselectivity of the reaction.
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