Abstract

The Cu(I)-catalyzed cyclopropanation of styrene with ethyl diazoacetate was examined through the screening of several chiral bis-oxazoline (BOX) ligands. Overall, it was found that the cyclopropyl-BOX ligand gave the best results, affording the products with an unprecedented trans/cis ratio of 84:16 and >99.9% ee for both ­diastereomers. In addition to the excellent selectivities, low catalyst loading and the use of non-chlorinated solvents add to the attractiveness of this method.

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