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. Author manuscript; available in PMC: 2013 Jun 6.
Published in final edited form as: J Am Chem Soc. 2012 May 21;134(22):9102–9105. doi: 10.1021/ja303442q

Table 2.

Stereoconvergent Negishi Phenylations of Racemic α-Bromonitrilesa

graphic file with name nihms379312u3.jpg
entry R1 ee (%) yield (%) b
1 i-Pr 92 77
2 graphic file with name nihms379312t1.jpg 92 98
3 graphic file with name nihms379312t2.jpg 92 92
4c graphic file with name nihms379312t3.jpg 92 92
5 graphic file with name nihms379312t4.jpg 92 94
6 graphic file with name nihms379312t5.jpg 90 96
7 graphic file with name nihms379312t6.jpg 85 95
8 graphic file with name nihms379312t7.jpg 91 94
9 graphic file with name nihms379312t8.jpg 90 94
10 Me 82 67 (83)d
11 graphic file with name nihms379312t9.jpg 78 88
12 graphic file with name nihms379312t10.jpg 76 94
a

All data are the average of two experiments.

b

Yield of purified product.

c

Reaction temperature: −60 °C.

d

Yield determined by GC analysis versus a calibrated internal standard.