e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron
A new synthesis of (+)-6a-carbaprostaglandin I2 employing yeast reduction of a β-keto ester derived from cis-bicyclo [3.3. 0] octane-3, 7-dione as the key-step
(+)-6a-Carbaprostaglandin I2,(carbacyclin), a stable mimic of prostaglandin I2,(prostacyclin), was synthesized by utilizing the kinetic resolution of (±)-2-ethoxycarbonyl-7, 7- ethylenedioxcybicyclo [3.3. 0) octan-3-one in the course of its yeast reduction as the simple and key reaolution step.
![(1R,5S,6R,7R)-6-ethoxycarbonyl-3,3-ethylenedioxy-7-tetrahydropyranyloxybicyclo[3.3.0]octane Structure](https://image.chemsrc.com/caspic/382/105448-63-3.png)
![(1R,5S,6R,7R,1'E)-3,3-ethylenedioxy-6-(3'-oxo-1'-octenyl)-7-tetrahydropyranyloxybicyclo[3.3.0]octane Structure](https://image.chemsrc.com/caspic/052/102491-09-8.png)