We report an efficient kinetic resolution of racemic 2-(4-chlorophenyl)-4-hydroxytetrahydro-pyran (CLP-4-HTHP) via Pseudomonas cepacia lipase (PSL)-catalyzed transesterification, where PSL is immobilized on a core-shell MnFe204@SiO2-(CH2)3-NH2 carrier and used as a magnetically separable catalyst. The as-synthesized PSL/MnFe204@SiO2-(CH2)3-NH2 catalyst exhibits enhanced catalytic activity for resolving racemic CLP-4-HTHP to the corresponding optically pure (2R,4S)-CLP-4-HTHP compared to the free PSL. The ees for the former is 2.3 times larger than that for the latter under optimized conditions (99.4% and 44.1%, respectively), although the eep for them are same (99.2%). Meanwhile, the PSL/MnFe204@SiO2-(CH2)3-NH2 catalyst possesses a high saturate magnetization of 59.7 emu/g and could be easily recovered by magnetic separation and reused. The catalytic activity in six recycling tests did not significantly decrease, suggesting its great potential for industrial applications.
Ping XueZhen-Zhen KangXiao-Yong LaiGuan-Qun QuYuan-Yuan Li