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Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration†
Xiu Xing,Yan Liu,Ming-Liang Shi,Kun Li,Xin-Yue Fan,Zhong-Liu Wu,Na Wang,Xiao-Qi Yu
New Journal of Chemistry Pub Date : 02/21/2022 00:00:00 , DOI:10.1039/D1NJ06000G
Abstract

Controllable and mild photoenzymatic production of chiral alcohols was realized by coupling a versatile photochemical NAD(P)H regeneration system with (R)- or (S)-selective ketoreductases. The efficiency of NAD(P)H regeneration was improved using a Rhodium functionalized metal organic framework, namely Rh-UiO-67, to adjust and control electron transport and electron utilization. Furthermore, six different ketoreductases could be successfully immobilized on Rh-UiO-67 and combined with the light-driven NAD(P)H regeneration system to produce chiral aryl alcohols. Various chiral alcohols with complementary (R)- and (S)-conformations can be constructed by this method with high yields (97%) and excellent stereoselectivity (>99% ee).

Graphical abstract: Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration
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