Rs. Gross et al., A STEREOSELECTIVE METHOD TO (E)-FLUOROVINYL AND (Z)-FLUOROVINYL PHOSPHONATES UTILIZING PALLADIUM(0) COUPLING METHODOLOGY, Tetrahedron letters, 34(45), 1993, pp. 7197-7200
The first stereoselective method to both (E)- and (Z)-fluorovinyl phos
phonates from fluorovinyl iodides was developed utilizing a palladium(
0) based coupling protocol. This method allowed the preparation of (E)
- and (Z)-fluorovinyl phosphonic acid analogs of glucose-6-phosphate t
hat were designed to be mechanism-based inhibitors of inositol synthas
e.