Page 239 - Cascade_Biocatalysis_Integrating_Stereoselective_and_Environmentally_Friendly_Reactions

9.2 Enzyme-Catalyzed Stereoselective Reactions in Continuous-Flow Systems 215

References [115] [115] [115] [116] [116] [116] [116] [116] [117] [118] [119] [118] (continued overleaf )

Kinetic resolution of primary alcohols 21a–c and secondary alcohols 23a–r by acylation in hydrolase-filled continuous-flow reactors.

>200 >200 >200 >100 >200 12 to »200 »200 >100 to >200 >200 1 to
E 21 ∼1 69

ee (%) 99 88 ∼0 99.1 99.0 98.0 99.1 96.7 84.4–99.8 99.8 99.3 (97.9–99.4) 12.4–98.9

( mol min −1 g −1 ) (11.6–13.8)

r flow — — — — — — — — 0.1–9.7 8.6 12.4 0.5–9.2

(%) ∼64 34.0 26.9 23.8 20.0 14.2 1–50 20.7 (10–30) (3–50)
c 50 28 44 42
v (ml min −1 ) 0.1 0.1 0.1 0.2 0.2 0.2 0.2 0.2 0.1 0.1 0.3 (0.2–0.6) 0.1

p (bar) 80 80 80 1 1 1 1 1 1 1 1 1 (1–120)

( ◦ C) (0–60)
T 60 60 60 30 30 30 30 30 25 25 30 25

Medium Toluene Toluene Toluene Hexane/MTBE Hexane/MTBE Hexane/MTBE Hexane/MTBE Hexane/MTBE — e Hexane/THF Hexane/MTBE Hexane/THF

Enzyme (form) CaLB (N435) a ,b CaLB (N435) a CaLB (N435) a CaLB (sol–gel) c,d CaLB (sol–gel) c,d CaLB (sol–gel) c,d CaLB (sol–gel) c,d CaLB (sol–gel) c,d CaLB (C L-2) e CaLB (N435) a ,b PfL (sol–gel) b PfL (sol–gel) b

Table 9.6 Product (S)-21a (R)-21b rac-21c (R)-23a (R)-23b (R)-23c (R)-23d (R)-23e (R)-23f (R)-23g (R)-23h (R)-23h