Practical and stereocontrolled syntheses of both (1R★,3S★)- and (1R★,3R★)-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates

Add time:07/21/2019    Source:sciencedirect.com

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

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