Asymmetric Carbonylation of α-(6-Methoxy-2-naphthyl)ethanol by PdCl2-CuCl2-p-Ts-Chiral Phosphine Catalyst Systems

Abstract

Abstract: α-(6-Methoxy-2-naphthyl)ethanol was carbonylated to methyl ester of Naproxen by PdCl₂-CuCl₂-p-Ts-chiral phosphine catalyst systems under the mild reaction conditions. Poor enantioselectivities and moderate regioselectivities have been obtained by using the ligand DDPPIfor PdCl₂-CuCl₂-p-Ts catalytic reaction. The effects of P/Pd molar ratio, reaction pressure, and the kinds of solvents have been also investigated with the catalyst system. The asymmetric induction up to 42.5 and good chemical yields have been obtained in the carbonylation of α-(6-methoxy-2 naphthyl)ethanol with carbon monooxide and alcohol.

Key words: α-(6-Methoxy-2-naphthyl)ethanol, Asymmetric carbonylation, Pd-chiral phosphine catalyst, Methyl ester of Naproxen

CLC Number:

O643.1

TrendMD:

ZHOU Hong-Ying, HOU Jin-Guo, CHEN Jing, LI Zuo-Wei, FU Hong-Xiang, LU Shi-Jie. Asymmetric Carbonylation of α-(6-Methoxy-2-naphthyl)ethanol by PdCl₂-CuCl₂-p-Ts-Chiral Phosphine Catalyst Systems[J]. Chem. J. Chinese Universities, 1998, 19(2): 292.

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Asymmetric Carbonylation of α-(6-Methoxy-2-naphthyl)ethanol by PdCl₂-CuCl₂-p-Ts-Chiral Phosphine Catalyst Systems

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