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. 2021 Aug 20;11(45):28223–28270. doi: 10.1039/d1ra04181a

Kinetic resolution of primary alcohols using immobilised CAL-B.

Substrate Conditions Products ee [%] E a Ref.
graphic file with name d1ra04181a-u9.jpg Toluene, 12 mM 178, 2 eq. vinyl acetate (R)-178 99 >200 96a
(S)-acetate 99
Flow (80 bar, 0.1 mL min−1), 60 °C
graphic file with name d1ra04181a-u10.jpg Toluene, 12 mM 179, 4 eq. vinyl acetate (R)-179 30 88 96b
Batch, Et3N, Na2SO4, 3 °C (S)-acetate 97
graphic file with name d1ra04181a-u11.jpg Toluene, 12 mM 180, 2 eq. vinyl acetate (R)-180 rac 1 96a
Flow (80 bar, 0.1 mL min−1), 60 °C (S)-acetate rac
graphic file with name d1ra04181a-u12.jpg Toluene, 12.5 mM 181, 2 eq. Ac2O (R)-181 98 >200 97
Batch, 60 °C (S)-acetate 98
graphic file with name d1ra04181a-u13.jpg Toluene, 12.5 mM 182, 8 eq. Ac2O (R)-182 98 >200 97
Batch, 60 °C (S)-acetate 98
graphic file with name d1ra04181a-u14.jpg Toluene, 12.5 mM 183, 6 eq. Ac2O (R)-183 96 >200 97
Batch, 60 °C (S)-acetate 98
a

Enantioselectivity, calculated from ee of substrate and product.