Kinetic resolution of primary alcohols using immobilised CAL-B.
Substrate | Conditions | Products | ee [%] | E a | Ref. |
---|---|---|---|---|---|
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 | |||||
Toluene, 12 mM 179, 4 eq. vinyl acetate | (R)-179 | 30 | 88 | 96b | |
Batch, Et3N, Na2SO4, 3 °C | (S)-acetate | 97 | |||
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 | |||
Toluene, 12.5 mM 181, 2 eq. Ac2O | (R)-181 | 98 | >200 | 97 | |
Batch, 60 °C | (S)-acetate | 98 | |||
Toluene, 12.5 mM 182, 8 eq. Ac2O | (R)-182 | 98 | >200 | 97 | |
Batch, 60 °C | (S)-acetate | 98 | |||
Toluene, 12.5 mM 183, 6 eq. Ac2O | (R)-183 | 96 | >200 | 97 | |
Batch, 60 °C | (S)-acetate | 98 |
Enantioselectivity, calculated from ee of substrate and product.