Substrate scope of the deracemization method^a.

Entry	Substrate	Chamber	Yieldb [%] (eec)
			2	(R)-1
1	2-Cl	Interior	n.d.d	n.d.d
	(1b)	Exterior	63	32 (>91% ee)
2	3-Cl	Interior	n.d.d	n.d.d
	(1c)	Exterior	9	83 (>99% ee)
3	4-Cl	Interior	n.d.d	n.d.d
	(1d)	Exterior	2	93 (>99% ee)
4	2-Me	Interior	n.d.d	n.d.d
	(1e)	Exterior	87	5 (86% ee)
5	3-Me	Interior	n.d.d	n.d.d
	(1f)	Exterior	29	65 (>99% ee)
6	4-Me	Interior	n.d.d	n.d.d
	(1g)	Exterior	11	82 (>99% ee)

^aMn oxidant (1 g) was added to 250 mM of rac-1-phenylethanols/4 mL of CH₂Cl₂ in the PDMS interior chamber. Buffer (15 mL, pH 7), IPA (15 mL), NADP⁺ (20 μmol) and LK-ADH (500 U mmol⁻¹) were added to the exterior chamber.

^bYield was calculated from NMR.

^cEnantiomeric excess of (R)-1-phenylethanols was determined by chiral HPLC.

^dn.d.: not detected.