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. Author manuscript; available in PMC: 2010 Sep 2.
Published in final edited form as: J Am Chem Soc. 2009 Sep 2;131(34):12483–12493. doi: 10.1021/ja9046747

Table 3.

Catalytic Asymmetric Aryl Additions to Aldehydes with ArZnBu Generated from Aryl Bromides

graphic file with name nihms137038f10.jpg

entry ArBr with Ar= product # yield ee (%)
1 Ph2Zn/Et2Zn graphic file with name nihms137038t2.jpg 5 - - 97

2 graphic file with name nihms137038t3.jpg graphic file with name nihms137038t4.jpg 5 90 97
3 graphic file with name nihms137038t5.jpg 6 95 88
4 graphic file with name nihms137038t6.jpg 7 75 90
5 graphic file with name nihms137038t7.jpg 8 80 96

6 graphic file with name nihms137038t8.jpg graphic file with name nihms137038t9.jpg 9 96 93
7 graphic file with name nihms137038t10.jpg 10 84 93
8 graphic file with name nihms137038t11.jpg 11 82 83
9 graphic file with name nihms137038t12.jpg 12 84 78
10 graphic file with name nihms137038t13.jpg graphic file with name nihms137038t14.jpg 13 75 97
11 graphic file with name nihms137038t15.jpg 14 64 88
12 graphic file with name nihms137038t16.jpg 15 74 84

13 graphic file with name nihms137038t17.jpg graphic file with name nihms137038t18.jpg 4 78 95
14 graphic file with name nihms137038t19.jpg 16 55 87
15 graphic file with name nihms137038t20.jpg 17 68 81

16 graphic file with name nihms137038t21.jpg graphic file with name nihms137038t22.jpg 18 73 95

17 graphic file with name nihms137038t23.jpg graphic file with name nihms137038t24.jpg 19 79 96
18 graphic file with name nihms137038t25.jpg 20 76 82