DOI: 10.1021/acs.orglett.6c04180 ISSN: 1523-7060

Electroenzymatic Sequential Catalysis for Enantiodivergent Synthesis of Halohydrins

Xiao-Jian Zhou, An-Ni Wang, Da-Li Shi, Yan Yu, Kuan Qian, Yong-Zheng Chen

Abstract

Chiral halohydrins are valuable synthetic intermediates. Herein, we report an electroenzymatic sequential catalysis strategy for the site-selective and enantiocomplementary C–H hydroxylation of functionalized alkylarenes, enabling facile access to chiral halohydrins, methyl mandelate, and β-nitro alcohol under mild conditions with favorable yields and excellent enantioselectivity. The system also enables β-chlorohydrin deracemization, broadening the synthetic scope of enantiopure functionalized benzyl alcohols and offering a practical alternative to conventional methods.

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