PRACTICAL AND STEREOCONTROLLED SYNTHESES OF BOTH (1R*,3S*)- AND (1R*,3R*)-3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATES

Article abstract of DOI:10.1016/S0040-4039(00)84469-X

The title compounds of (1R*,3S*) configuration were prepared from 3-formyl-2,2-dimethylcyclopropanecarboxylate by addition of CF3CCl2ZnCl, acetylation, and reductive β-elimination with zinc, whereas the (1R*,3R*) isomer was derived from Me2C=CHCH(OH)CCl2CF3 by diazoacetylation, Cu(II) catalyzed intramolecular cyclization, and the zinc reduction.