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. Author manuscript; available in PMC: 2014 Mar 19.
Published in final edited form as: J Am Chem Soc. 2012 Nov 28;134(49):19985–19988. doi: 10.1021/ja309409e

Table 2. Conjugate Additions of Alkyl Halides to Enone-sa.

graphic file with name nihms425273u2.jpg
entry enone alkyl-X product yield (%)b
1 graphic file with name nihms425273t1.jpg graphic file with name nihms425273t2.jpg graphic file with name nihms425273t3.jpg 87
2 graphic file with name nihms425273t4.jpg graphic file with name nihms425273t5.jpg graphic file with name nihms425273t6.jpg 89
3 graphic file with name nihms425273t7.jpg graphic file with name nihms425273t8.jpg graphic file with name nihms425273t9.jpg 87
4 graphic file with name nihms425273t10.jpg graphic file with name nihms425273t11.jpg graphic file with name nihms425273t12.jpg 80
5 graphic file with name nihms425273t13.jpg graphic file with name nihms425273t14.jpg graphic file with name nihms425273t15.jpg 82
6c graphic file with name nihms425273t16.jpg graphic file with name nihms425273t17.jpg graphic file with name nihms425273t18.jpg 83
7 graphic file with name nihms425273t19.jpg graphic file with name nihms425273t20.jpg graphic file with name nihms425273t21.jpg 86
8 graphic file with name nihms425273t22.jpg graphic file with name nihms425273t23.jpg graphic file with name nihms425273t24.jpg 75
9 graphic file with name nihms425273t25.jpg graphic file with name nihms425273t26.jpg graphic file with name nihms425273t27.jpg 80
10 graphic file with name nihms425273t28.jpg graphic file with name nihms425273t29.jpg graphic file with name nihms425273t30.jpg 86
11 graphic file with name nihms425273t31.jpg graphic file with name nihms425273t32.jpg graphic file with name nihms425273t33.jpg 86
12 graphic file with name nihms425273t34.jpg graphic file with name nihms425273t35.jpg graphic file with name nihms425273t36.jpg 83
13 graphic file with name nihms425273t37.jpg graphic file with name nihms425273t38.jpg graphic file with name nihms425273t39.jpg 82
a

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.

b

Isolated, chromatographically purified.

c

Zinc dust used.