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. 2022 Apr 6;12(17):10619–10624. doi: 10.1039/d2ra01326f

Optimization of a sequential one-pot process with PDMS thimble.

Entry Chamber rac-1a [mmol] Mn oxidant [g] CH2Cl2 [mL] Enzyme [U mmol−1] NADP+ [μmol] Buffer [mL] IPA [mL] Yielda [%] (eeb)
2a (R)-1a
1 Interior 1 2 4 19 4 (93% ee)
Exterior 120 20 15 5 42 31 (>99% ee)
2 Interior 1 2 4 n.d.c n.d.c
Exterior 120 20 15 15 35 57 (>99% ee)
3 Interior 1 2 4 n.d.c n.d.c
Exterior 500 20 15 15 13 86 (>99% ee)
4 Interior 1 0.5 4 n.d.c n.d.c
Exterior 500 20 15 15 3 95 (>64% ee)
5 Interior 1 1 4 n.d.c n.d.c
Exterior 500 20 15 15 4 96 (>99% ee)
6 Interior 1 1.5 4 n.d.c n.d.c
Exterior 500 20 15 15 6 91 (>99% ee)
7 Interior 1 3 4 n.d.c n.d.c
Exterior 500 20 15 15 14 84 (>99% ee)
a

Yield was calculated from 1H-NMR.

b

Enantiomeric excess of (R)-1-phenylethanol was determined by chiral HPLC.

c

n.d.: not detected.