Th. Brown et al., STEREOCHEMICAL PREFERENCES AND REQUIREMENT FOR THE 3-HYDROXYL GROUP IN NOVEL ANTICONVULSANT 4-FLUOROBENZOYLAMINO BENZOPYRANS, Bioorganic & medicinal chemistry letters, 5(21), 1995, pp. 2563-2566
A cis 3S,4S isomer, derived stereospecifically from an anticonvulsant
trans 3R,4S-(para-fluorobenzoylamino)-benzopyran using the DAST reagen
t, has been shown to possess anticonvulsant properties. In contrast th
e cis 3R,4R enantiomer did not possess anticonvulsant properties but c
aused blood pressure to fall.