Hydride transfer versus electron transfer in the reduction of 4-phenyl-3-halo-3-buten-2-ones mediated by Pichia stipitis

DS Zampieri, LA Zampieri, JAR Rodrigues…

文献索引：Zampieri, Davila S.; Zampieri, Luiz A.; Rodrigues, J. Augusto R.; De Paula, Bruno R.S.; Moran, Paulo J.S. Journal of Molecular Catalysis B: Enzymatic, 2011 , vol. 72, # 3-4 p. 289 - 293

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被引用次数: 8

摘要

Reductions of (Z)-C6H5CHCXC (O) CH3 (X= Cl, Br) mediated by Pichia stipitis gave 4- phenylbutan-2-one through dehalogenation of intermediaries 3-halo-4-phenylbutan-2-one by an electron transfer mechanism. The addition of 1, 3-dinitrobenzene avoids the dehalogenation and thus the corresponding (2S, 3S)-halohydrins were obtained in excellent enantiomeric excesses by a hydride transfer mechanism. Irganox® 1010 and 1076 were ...