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. Author manuscript; available in PMC: 2018 Jul 22.
Published in final edited form as: Nat Chem. 2018 Jan 22;10(3):318–324. doi: 10.1038/nchem.2927

Table 1.

Additional products from 3-VRVH catalyzed (1 mol%) cyclopropanation using conditions from Figure 1a with %yield and (e.e.) shown.

graphic file with name nihms924030u1.jpg

Entry R1 R2 R3 Yield (%) e.e. (%)
1 MeO MeO Me 25 86
2 H MeO Et 43 94
3 Cl MeO Me 46 86
4 H H Me 66 88
5 H Cl Me 52 90
6 H Br Me 54 92

Reactions conducted as shown in Figure 1A using 22 mM styrene, 4.4 mM diazo, and 1 mol% ArM in 10% v/v THF/50 mM PIPES (pH 7.4) containing 1.75 M NaBr at 4 °C for 4 hours. Yields and e.e. were determined by HPLC using an internal standard (1,3,5-trimethoxybenzene).