Table 1.

Biotransformations with 2‐ODD‐PH.

Entry	Substrate			HPLC area		Yield		ee of
		R1=	R3=	[%][a]		[%][b]		2 a–c
		R2=	R4=	11 a–c	12 a–c	11 a–c	12 a–c	[%][c]
1	rac‐2 a	‐CH2‐	H H	27[d]	–	19[e]	–	10
2[f]	rac‐2 b	‐CH2‐	H OH	–	29	–	15	46
3	rac‐2 c	Me Me	OH H	12	5	7	4	26

Reaction conditions: Cell‐free extract (CFE, 44 v %), 20 mm substrate, 2‐oxoglutarate (1.75 equiv), sodium ascorbate (3 equiv), 23 % DMSO as cosolvent. [a] Determined by peak area integration of the HPLC‐UV chromatogram (at 215 nm). [b] Yields of isolated, chromatographically pure, and fully characterized products are reported; [c] ee was determined via HPLC‐UV on a chiral stationary phase (for details see the Supporting Information). [d] With 37 % of diastereoisomer 3. [e] 20 % of compound 3 were isolated from the same batch; [α]_D ²⁰ values for 11 a and 3 are in full consistency with literature values.24 [f] The experiment was conducted on 50 mg substrate scale. Bold and dashed lines refer to relative stereochemistry; bold and dashed wedges refer to absolute stereochemistry.