Enantioselective Benzylic Hydroxylation with Pseudomonas monteilii TA‐5: A Simple Method for the Syntheses of (R)‐Benzylic Alcohols Containing Reactive Functional Groups

Highly enantioselective benzylic hydroxylations of benzene derivatives (1–4) containing reactive functional groups were achieved for the first time with Pseudomonas monteilii TA‐5 as biocatalyst, giving the corresponding (R)‐benzylic alcohols 5–8 in 93–99% ee as the only products. Preparative biotransformations were demonstrated by the biohydroxylation of 1 and 2 with resting cells of P. monteilii TA‐5 to afford (R)‐5 in 94% ee and 66% yield and (R)‐6 in 94% ee and 56% yield, respectively. The highly enantioselective biohydroxylations represent a simple access to (R)‐benzylic alcohols containing reactive functional groups that are useful pharmaceutical intermediates and versatile chiral building blocks.