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. Author manuscript; available in PMC: 2012 Sep 2.
Published in final edited form as: Org Lett. 2011 Aug 10;13(17):4596–4599. doi: 10.1021/ol2017998

Table 3.

Preparative Palladium-Catalyzed Allylations of Substituted Aromatic Bromides Using (Z)-1b and 3a

graphic file with name nihms317960u4.jpg
entry product yield,b % γ/αc
1 graphic file with name nihms317960t1.jpg
5a
90 >99:1
2 graphic file with name nihms317960t2.jpg
5b
92 >99:1
3 graphic file with name nihms317960t3.jpg
5c
89 >99:1
4 graphic file with name nihms317960t4.jpg
5d
94 >99:1
5 graphic file with name nihms317960t5.jpg
5e
85 >99:1
6 graphic file with name nihms317960t6.jpg
5f
84 >99:1
7 5g
graphic file with name nihms317960t7.jpg
85 >99:1
8 5h
graphic file with name nihms317960t8.jpg
73 >99:1
9 5i
graphic file with name nihms317960t9.jpg
74 >99:1
10d graphic file with name nihms317960t10.jpg
5j
82 >99:1
11 graphic file with name nihms317960t11.jpg
5k
91 >99:1
12 graphic file with name nihms317960t12.jpg
5l
88 99:1e
13d,f graphic file with name nihms317960t13.jpg
5m
82 25:1
14 graphic file with name nihms317960t14.jpg
5n
91 >99:1
a

Reactions performed on 1.0 mmol scale.

b

Yield of isolated, purified product.

c

GC peak area ratio of crude reaction mixture.

d

5% Pd(dba)2 and 6% t-BuCy2PH+BF4 used.

e

Determined by 1H NMR analysis (>100:1 S/N).

f

90 °C reaction temperature used.