Table 3.
Entry | Substrate | Product | Yieldb(%) | ||
1 | 2b | N.D. | 4b | N.R. | |
2 | 2c | 4c | <10 | ||
3 | 2d | 4d | 65 | ||
4 | 2e | 4e | 64 | ||
5 | 2f | 4f | 65 | ||
6 | 2g | 4g | 64 | ||
7 | 2h | 4h | 31 | ||
8c | 2i | 4id,e | 45 (17:83)f | ||
9 | 2j |
, |
4j | 41 (30:70)f | |
10 | 2k | 4k | 44 | ||
11c | 2l | 4ld | 40 |
aReaction conditions: 1a (1 mmol, 0.2 M in degassed solvent), 2b–l (5 mmol), catalyst (0.1 mol %) at room temperature for 24 h unless otherwise noted. bIsolated yield. cN-Arylaminocyclopropane 1d was used instead of 1a. dMajor isomer shown. eIsomer ratio 89:11. fDiastereoisomeric ratios (cis/trans) were determined by 1H NMR spectroscopy of the crude products.