e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Tetrahedron letters
… (Z)-α, β-difluoroallyl alcohols and (Z)-α-fluoro-α, β-unsaturated aldehydes based on the reaction of 2, 3, 3-trifluoro-1-propenyl p-chlorobenzenesulfonate with Grignard …
2, 3, 3-Trifluoro-1-propenyl p-chlorobenzenesulfonate (1), readily available from 2, 2, 3, 3- tetrafluoropropanol, reacted smoothly with various Grignard reagents at 50° C to afford the corresponding (Z)-α, β-difluoroallyl alcohols 2 in moderate to excellent yields. These alcohols were smoothly hydrolyzed in the presence of a catalytic amount of montmorillonite K10 (Clay) to provide (Z)-α-fluoro-α, β-unsaturated aldehydes 3 in good yields.
