Table 2. Conjugate Additions of Alkyl Halides to Enone-sa.
entry | enone | alkyl-X | product | yield (%)b |
---|---|---|---|---|
1 | 87 | |||
2 | 89 | |||
3 | 87 | |||
4 | 80 | |||
5 | 82 | |||
6c | 83 | |||
7 | 86 | |||
8 | 75 | |||
9 | 80 | |||
10 | 86 | |||
11 | 86 | |||
12 | 83 | |||
13 | 82 |
Conditions: alkyl-X (3 equiv), Zn powder (X = I) or Zn dust (X = Br) (4 equiv), TMEDA (2 equiv), 3-5 mol % [Cu], 5 mol % AuCl3, 0.5 mL 2 wt %-TPGS-750-M/H2O, rt, 24 h.
Isolated, chromatographically purified.
Zinc dust used.